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Florida Snowbird Vacation Rentals

(3390 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Amazing Direct Beach views from your balcony, living room, kitchen, dining room and bedroom in this Islands West Condo. The sunsets are breathtaking. You will love the beach views and fast Wi-Fi. This is a luxury rental. Condo has a single unit washer/dryer in one. There is a Islands West is the ideal...

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$404
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Gulfview Condo is located next to Residence Beach on Marco's beautiful Crescent Beach. This renovated 2-Bedroom / 2-Bath on the 9th Floor is the perfect spot to relax for the month. Private Garage Parking, Pickle Ball & Tennis, & Beachside Pool.

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$263
avg per night
Longboat Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

7th floor corner unit with balcony offering wide, sweeping view of the beach and Gulf. Both bedrooms offer clear view of Bay and downtown Sarasota. The unit has been newly updated and professionally decorated complete with tile floors, quartz countertops, high end furnishings and remote blinds. Living...

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$466
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 30 miles to Port Charlotte Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Be one of the first to stay at this new construction condo, located in the Heritage Landing Gated community and golf course of Punta Gorda, Florida. Unwind on the lanai while experiencing the property’s large nature preserve with a top floor view. This is a roomy residence with brand new appliances,...

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Featured review

"Great size and cleanliness"

This property is new and very clean, owners are very amicable and willing to make your stay comfortable! Only downside is that it was very white with not much color!

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$163
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 222 SE 1st Ter Cape Coral, FL, 33990, US BUILT IN: 2024 MAIN FEATURES: Pool (electronically heated) Water/canal view Very close to entertainment (bars, restaurants, Sun Splash Waterpark) Fully stocked beach equipment...

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Featured review

"Perfectly appointed Cape Coral Vacation Home"

The owners of this home fully understand what the VRBO customer is looking for. Everything you need to make a home rental feel like a home is in the house. Upon arrival, everything was spotless, and we...

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$229
avg per night

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Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 3 bathrooms LOCATION: 2632 NW 4th St Cape Coral, FL, 33993, US BUILT IN: 2021 LAST RENOVATED: 2023 (painted house/rooms) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Great for familys (2 single-beds bedroom)...

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$359
avg per night
Cape San Blas House
Sleeps 16, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This 2023 build on the north end of Cape San Blas will wow you with its spectacular gathering spaces and huge fenced yard with a private luxury inground pool! This home was built with large groups in mind and boasts two dining tables, two refrigerators, large commercial ice maker, a living room and a...

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$903
avg per night
Tavernier Mobile home
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Located in desirable Hammerpoint in Tavernier Florida. 3 bedroom, 2 bath home on the bay. Hardwood floors throughout. View the amazing sunset in your own private hot tub on the screened porch. Fishing, shrimping, lobstering and snorkling in your own back yard. 57' dock cable internet...

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$160
avg per night
New
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 1908 NW 6th Terrace Cape Coral, FL, 33993, US BUILT IN: 2024 MAIN FEATURES: Pet friendly Pool (electronically heated) Spa (electronically heated) ESPECIALLY SUITED FOR: Families, Couples, Snowbirds, Anglers...

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$294
avg per night
Naples Villa
Sleeps 6, 4 bedrooms, 3 bathrooms

Distance to beach: 0.4 miles to Gulf of Mexico Naples Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A large Villa with a private courtyard, pool and spa. Recently remodeled with a full kitchen, master suite and three additional bedrooms. A private garage with two extra parking spaces and guest parking.Centrally located, 3 blocks from Historic 3rd St South, 5 blocks from 5th Ave South, 4 blocks from...

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$1,046
avg per night
Fort Myers Townhome
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 15 miles to Ft Myers Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Upstairs 1 bedroom furnished with king bed/ dresser/ 2 night stands/ Tv cable wifi alexa speaker/ full bath/ sitting room/ day bed/ ent center/ easy chair bench. Kitchen access/ laundry access/ outdoor space with hot tub. Community pool/ tennis/ basketball court/ pavilion/ fitness center. Gated community....

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$100
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...

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$193
avg per night
St. Pete Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Historic, Renovated Pass A Grille Gem Steps from the Sand —Pristine location in Pass A Grille a few blocks from the Don Cesar resort. Newly renovated 3/2 with upscale finishes, gorgeous living space, beautiful screened in porch and back patio , fenced yard with beautiful landscaping and steps away...

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$550
avg per night
Cocoa Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

1050 N Atlantic AveWe are here to help just ask. This Smoke-Free and pet free Condo has a beach style decor make over and it is bright and clean. From the 2nd floor you get a nice direct ocean view from the balcony, living room and master bedroom window. Being on the second floor and only four steps...

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Featured review

"Fun in sun"

I had stayed here for the past 3 months, through out crazy LOUD construction. If I spoke to Keith once or 10 times+, he listened to me kindly and professionally. The unit is gorgeous, updated very nice...

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$312
avg per night
Cocoa Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 60 feet to Cocoa Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Comfortable furnishings for your Vacation stay! New Tile floors throughout, Contemporary lighting fixtures and Modern Decor & Furniture. The 6th floor offers an awesome ocean beach front view from the living room balcony. Master bedroom has a king size bed and the 2nd Guestroom has queen size beds...

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Featured review

"Great Time"

We had a great time at this Condo. It was clean and very nice with lots of room for my wife and our son and his family. The balcony is easily big enough for all six of us and provides a great view of the...

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$395
avg per night
New
St. Petersburg Townhome
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Fully furnished and equipped 2 bedroom 2 bath condo in a gated community. All ages complex with 2 pools (1 heated) and a fitness room. The property is large and spacious with lots of walking space with well manicured grounds. The master bedroom has an ensuite walk-in closet and a walkout to the lanai....

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$83
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Barefoot Beach a Place Where Beauty Abounds and Nature Thrives. From the Condo you can enjoy a day sunbathing, picnicking, or swimming in the warm waters of the Gulf of Mexico. At the end of the community is the preserve offering 342 acres of natural land, one of the last undeveloped barrier islands...

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$400
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to Paradise: Your Dream Naples Getaway Awaits!Immerse yourself in luxury at this stunning, newly renovated golf course home, where relaxation meets excitement. Bask in the Florida sun from your private heated pool and spa, now enhanced with a 55" outdoor TV for the ultimate entertainment...

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Featured review

"Beautiful Naples House"

My husband I stayed in this beautiful home for the month of November and it was absolutely perfect!The house was spotless, stylish and comfortable. The natural light and open layout made it feel bright...

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$376
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

One of the closest possible communities to Walt Disney World (less than 3 miles away), Emerald Island is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive gated community less than a mile from the world famous US Highway 192 where you will find shops, restaurants, and entertainment....

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Featured review

"Ernest & June"

Emerald Isles Resort. 2725 Sun Key Place, Kissimmee Fla. We were there for 2 months , great place very beautiful, well kept and neighbors were great. The Club house and pool are fantastic. Anyone who wants...

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Bonita Springs House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Bonita Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautiful 3BR/2.5BA+ Den executive home with UNLIMITED GOLF for the entire family in the prestigious Palmira Golf and Country Club. Three-month minimum rental January through April.Professionally decorated with high-end finishes including quartz counters, well equipped kitchen with top of the line...

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$433
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally owned restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community...

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Featured review

"P E R F E C T I O N ️"

The previous reviews discussed this home and location perfectly! Our family has been fortunate to share this experience for more than ten years. That says we love everything about our home away from home....

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$226
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

first floor classic coach home with secluded garden viewThis brand new first floor condo, a West Indies Style Architecture recently completed will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior...

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$222
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our pristine, fully equipped tropical oasis! Enjoy a private heated pool, a cozy firepit, a brand-new tiki bar, a luxurious KING bed, and a spacious yard perfect for gatherings. Close to Celebration Park, Tin City, 5th Avenue shopping and dining, and just minutes from Naples Beach and Pier....

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Featured review

"Beautiful pool and vacation spot!"

This is a great single family home with lots of privacy and beautifully furnished. We loved the clean beach style, large rooms and spacious yard with a cool tikki hut and firepit. We are very picky about...

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St. Petersburg Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Brand new to Florida Rentals. Welcome to this NEWLY RENOVATED spacious two bedroom condo (1375 square feet) on the second floor in the gated community Bermuda Bay Beach Club. Each bedroom has a queen bed with a large walk-in closet, plus a daybed with trundle in the living room. Fully stocked kitchen...

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Featured review

"Fun in the sun"

The condo was awesome. Very spacious. It had everything we needed for a wonderful vacation. Many thanks to our host and hostess who were extremely pleasant and helpful.

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$129
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the privacy and comfort of this elegant 3 bedroom / 3 full bathroom family home on the 6th hole of the pristine Vanderbilt Country Club.This beautiful home is located within Vanderbilt Country Club on the sixth hole of the golf course with a one-of-a-kind amazing view of the lake. Situated on...

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$481
avg per night
Destin Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 20 feet to Beachfront

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Crystal Dunes 202 is directly on the BEACHFRONT in the ever-popular Crystal Beach neighborhood in Destin. The condo has a breathtaking view from the private second floor balcony with a comfortable table for four and chaise lounge for relaxation The living area is tiled with an 2024 sleeper sofa, two...

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Featured review

"Wonderful Beach Rental"

This unit was in a great location, a quiet street but close to everything you need, easy beach access, right on the beach with the best views. It has both pool and hot tub. Pool is shaded a lot so a bit...

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$377
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Bunche Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this coastal condo that offers two bedrooms, two bathrooms, and a lanai overlooking the Bunche Beach Preserve located in the desirable community of Sanibel View. This gated condo is centrally located between Sanibel Island and Fort Myers Beach, just minutes from each! Enjoy fishing, kayaking, stand-up...

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Featured review

"I will be back!"

We had a wonderful time in Fort Myers! Im so glad we spent the money and rented this unit. It is so fun and beachy, it was just the vacation vibe we needed! It was the cleanest rental we have ever stayed...

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$90
avg per night
El Jobean Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Multiple

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Please scroll down to our website link to check availability and instant booking!***SUMMER SPECIALS!!!** 15% off 30+ day booking **10% off 10+ day booking *** 20% OFF 3-6 Month stays too!!! (Must book before April 1st-Discounts apply for bookings between June 1st through October 31st 2025-Seasonal...

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$186
avg per night
New
Bonita Springs Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 150 feet to Bonita Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Welcome to your perfect beach escape! Our beautifully appointed 2-bedroom, 2-bath condo offers breathtaking, unobstructed views of the Gulf —you’ll be just steps from the sand and surf.Enjoy your morning coffee or sunsets from the private, open balcony overlooking the waves, or take a...

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$317
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the views in this 2 bed 2 bath condo overlooking Marco Island’s magnificent beach. and featuring nightly sunsets from your wrap around balcony on the 19th floor. . This condo features two bedrooms with king-sized beds and two newly renovated full bathrooms with walk-in showers. Building amenities...

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$405
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Forget your worries in this spacious and serene space. This gorgeous luxury home features 3 bedrooms/2 bathrooms and will comfortably sleep 6.The master king suite includes two nightstands, dresser, TV and your own walk-in closet as well as sliding glass door access to the patio and pool area....

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Featured review

"We really enjoyed our stay!"

This is a beautiful home that provides everything you need for a wonderful vacation. Our favorite way to spend time was enjoying the outside area and pool. Very quiet and relaxing -- just what we were wanting....

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$394
avg per night
Special Offer
Islamorada Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Condo comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks.

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$464
avg per night
Special Offer
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Relaxing Gulf Front Home Away From Home with Breathtaking Views!- Incredible views of the Gulf! - Location, location, location! - Private Balcony - Smart TVs - Community Pool & Outdoor Shower - Low Rise Condo; 3rd Floor Unit - Private on suites for both bedrooms - Washer and Dryer - Family...

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$187
avg per night
New
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2,5 bathrooms LOCATION: 5320 Malibu Court Cape Coral, FL, 33904, US BUILT IN: 1993 LAST RENOVATED: 2025 (Doors, Windows, Pool & Garden) MAIN FEATURES: Pool (electronically heated) Gulf access (3 min!) + boat lift & kayak slip ...

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$276
avg per night
El Jobean Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Multiple

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Summer specials: 30% OFF your 30+ day stay and 15% OFF 1 week+ stay, seasonal rates apply. Hurry before we're booked! Please visit for availability and direct booking-we offer short-term stays too! :)Feels like home with every convenience you’ll need! Private fully equipped fishing...

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$95
avg per night
Cape Canaveral House
Sleeps 10, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Perfect gateway house located across the beach, 1 minute walk, close to the Port Canaveral, Kennedy Space Center and Cocoa Beach Pier. This is an updated house with new furniture, appliances and Smart Tv's in all rooms. Open concept floor plan including extra Bonus Room. Brand new white kitchen with...

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Featured review

"Great Place to Stay almost on the Beach"

We had a celebration for Graduation and some Birthdays of two families - a long 9+ hour drive to get here. It was great from the first moment of opening the door. We were welcomed with a clean smelling...

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$470
avg per night
Indian Shores Condo
Sleeps 5, 1 bedroom, 1 bathroom
13 reviews

Distance to beach: 0.2 miles to Barefoot Beach Private for our guests

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Relaxing beach lovers paradise in beautiful Indian Shores, FL. Welcome to your home away from home. Our 1st floor unit includes a private patio offers the added perk of observing the parrots that inhabit the area. This large, one bedroom unit has a lovely sun room that offers a queen Murphy bed n for...

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Featured review

"Indian Shores Condo"

We had a fantastic stay in Indian Shores, FL. The owner was wonderful to work with, and we will book again through .

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$179
avg per night
Key West Condo
Sleeps 4, 1 bedroom, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the...

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$266
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

first floor classic coach home with secluded garden viewThis brand new first floor condo completed in 2021 will impress as it features ceramic tile flooring throughout the main area, carpet in the bedrooms, beautiful appointed cabinetry and a neutral color palette. One small pet is permitted with...

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$240
avg per night
Satellite Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ocean Front Corner Unit With Panoramic Views! Satellite Beach Florida. THIS IS A REMODELED CORNER UNIT RIGHT ON THE BEACH WITH FANTASTIC PANORAMA VIEWS OF THE BEACH AND OCEAN!Welcome to the Paradise Beach Club on the Atlantic Ocean! The beautiful, newly renovated and well-maintained building is...

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$421
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to Siesta Key Crescent Beach Access 12

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right...

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$212
avg per night
Miramar Beach House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Paradise Reef is equipped with a Private Pool & Jacuzzi Hot Tub! Sleeps 10 and is Pet Friendly! With a short 5 minute Walk to the Sugar-White sand beaches and the emerald-green water of the Gulf of Mexico enjoy Destin area's Stunning Evening Sunsets.This lovely 4BR, 2BA, 2 Car Garage home...

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$358
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 4 miles to Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Stylish Siesta Key Retreat! Discover your oasis of comfort and style in the heart of Siesta Key—just minutes from the world-renowned Siesta Key Beach and the vibrant culture of Sarasota. This thoughtfully designed 2-bedroom condo perfectly blends modern elegance with laid-back coastal...

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Featured review

"Cozy 2 bedroom"

My husband and I stayed here with our dog.. overall we where pleased . Clean and comfortable nicely decorated but could use a new mattress in the master....also the shower curtain rod is rusted and needs...

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$149
avg per night
Special Offer
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Naples Pier, Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Second floor (first floor is also available).Incredible lake view from everywhere in your living...

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Featured review

"Very nice stay!"

We enjoyed our stay! Very comfortable place! Fully furnished with everything we needed! Pool was very nice!Never crowded. Also great location! Easy access to restrauants and shopping!

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$176
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 7 miles to Naples

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Comfortable 1600 sq.ft 3 bedroom 2 bath condo located in Lely Naples. King in master, Queen in guest room with queen sleeper sofa in the den.Turn key furnished just bring your toothbrush.Kitchen and baths total redo in 2025Quite non-gated community. Lanai area has beautiful first floor view...

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Featured review

"February full"

Very nice, comfortable condo. Condo had everything we needed. Pool perfect. Neighbor all very friendly. Close by Marco Island, beaches and downtown Napkes. Tom was a wonderful host!

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$183
avg per night
Key Largo House
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Our home is a unique tropical paradise in Key Largo. Our kids named it Manatee Corner for the friendly visiting Manatees. It's a large open concept three-story wrap around balcony duplex. We are blessed with a canal that opens to the Atlantic Ocean providing direct access to the most incredible deep-sea...

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Featured review

"Old school Key’s experience"

The owner is a nice family guy who keeps the place clean and safe. The location is perfect. Ubers or Lyft show up in two/ three minutes. You can walk to restaurants and pubs. Ocean water access is great...

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$192
avg per night
Cape San Blas House
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

This Gulf View home features a spacious screened in porch with outdoor dining and comfortable seating that is wonderful for enjoying the view during the day and relax and dine in the evening. This home is not directly on the beach, but because of it’s location, and the short walk to the convenient...

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Featured review

"Beautiful House!"

This was a new and upscale house that was extremely comfortable and had everything needed. The only disappointment was the hot tub wasn't working when we arrived. We called that evening and someone was...

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$364
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo is ground floor with 2 bedrooms and a Den. Fully furnished with Master Bedroom with King bed and walk in closet and walk in shower, two TV's, dining table, nook dinette, Lanai furniture, family room sofa and reclining chair. Den has a tv and couch along with a large space for computer work...

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$146
avg per night
Babcock Ranch Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

***GOLF MEMBERSHIP*** Babcock National is a Golf & Country Club community in Babcock Ranch. This stunning community is situated on the northeast side of Founders Square across Lake Babcock. This Veranda Condo is a 2 Bedroom + Den, 2 Bathroom, 2nd Floor with Golf Course and Lake Views!! The condo delivers...

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$127
avg per night
Longboat Key House
Sleeps 7, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Charming Sarasota Retreat with pool and putting green in Gulf Gate Welcome to your perfect Sarasota getaway! Nestled in the desirable Gulf Gate neighborhood, 2921 Captiva Dr. offers a relaxing retreat just minutes from world-famous Siesta Key Beach. This beautifully appointed vacation rental features...

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$275
avg per night
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FAQ

Cost & Budgeting

What are the most affordable cities in Florida for winter rentals?

Storage Cafe reports that Venice, Vero Beach, Fort Pierce, Naples, Fort Myers, Tarpon Springs, and Clermont are among the most affordable cities for winter rentals. These cities offer a variety of winter rentals in Florida for under $3,000 a month.

Are utilities typically included in monthly winter rentals in Florida?

Yes. Essential utilities such as air conditioning, heating, and Wi-Fi are listed under Amenities in a rental’s description.

How can I find hidden fees or extra costs associated with winter rentals?

Scroll through the property’s description to find the Fees section to find cleaning costs, management fees, resort fees, etc.

What is the average cost of a winter rental in popular Florida destinations like The Villages, Naples, or Siesta Key?

According to Zillow, the average cost of a winter rental in The Villages is $2400, and in Naples it’s $5000. In Siesta Key, the average cost of a winter rental is $7000.

Location & Lifestyle

Which Florida coast (Gulf or Atlantic) is better for affordable winter rentals?

Florida’s Gulf Coast is the more affordable option for winter rentals.

What are some of the best small towns in Florida for snowbirds on a budget?

Titusville, Melbourne Beach, Ponce Inlet, and Sebring are just a few of the best small communities in the Sunshine State for snowbirds on a budget.

What are the pros and cons of renting in a 55+ community for the winter?

One pro is that you have a gathering of potential friends close by. Also, many of these communities offer access to a clubhouse and exercise facilities as well as provide regular lawn maintenance. One downside is that most of these communities have a lot of rules to remember. Plus, the advertised features and services often come with extra fees to cover the costs.

What are some popular activities and attractions for winter visitors in Florida?

The Jacksonville Zoo hosts a Zoo Lights event in December. The Naples National Art Fair in February showcases a variety of artwork. The Marie Selby Botanical Gardens in Sarasota is a big draw for visitors in the wintertime. Fort Myers has 18-hole golf courses open to golfing enthusiasts year-round.

Logistics & Planning

When is the best time to book a snowbird rental in Florida for the best rates and availability?

It’s best to book a snowbird rental at least six months ahead of time. Booking six months ahead of peak snowbird season (October through April) allows you a larger selection of housing options while rental rates are still relatively low.

What are the typical lease terms for snowbird rentals in Florida (e.g., monthly, 3-month, 6-month)?

Typically, snowbird rentals in Florida have monthly lease terms. But some owners offer discounted rates if you agree to lease for a longer period of time.

What documents do I need to provide when applying for a snowbird rental?

When applying for a rental, you need your identification (driver’s license), social security number, contact information, proof of income, and personal references.

How far in advance should I start my search for a snowbird rental?

It’s wise to start your search one year ahead of time to take advantage of the largest number of options.

Accommodation & Amenities

What are the essential amenities to look for in a snowbird rental in Florida?

Some of the essential amenities to look for include air conditioning, heating, fast Wi-Fi, cable/satellite, parking, a washer/dryer, and a kitchen stocked with appliances and dishes.

How can I find fully furnished snowbird rentals in Florida?

Including the keywords “fully furnished” in your online search is an easy way to find these types of rental properties.

What are the differences between renting a condo, a single-family home, or a villa for the winter?

A furnished condo with multiple amenities is an affordable option for social snowbirds who want neighbors nearby. A furnished single-family home may not have the same types of amenities as a condo, but it offers more privacy. Villas offer much more luxurious surroundings than a condo or a single-family home. But villas are the least affordable of the three housing options.

Are there communities specifically designed for snowbirds in Florida?

Yes, there are communities specifically designed to meet the expectations of snowbirds in Florida.

General Information

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What should I know about Florida's climate and weather during the winter months?

Florida has mild winters with very little rain. The high temperatures are between 60 and 70 degrees Fahrenheit, while the low temperatures sometimes fall to around 40 degrees.

What are the advantages of a winter rental in the Florida Panhandle versus South Florida?

The Florida Panhandle is more affordable than South Florida. Also, the beaches in the Panhandle are less crowded, and the atmosphere has more of a laid-back vibe than South Florida.

Finding & Booking

What are the most reliable websites and resources for finding winter rentals in Florida?

Vrbo, Florida Rental by Owners (FLARBO), and, of course, Florida Rentals are three reliable resources for locating winter rentals.

How can I avoid rental scams when looking for winter accommodation in Florida?

According to the FTC, you should be suspicious of a rental with extraordinary amenities that’s available at a very low rate. An owner who pushes you for a fast decision or asks for payment via a gift card or wire transfer is another red flag.

What are some tips for negotiating the price of a winter rental?

Research the rental rates of condos or homes in the surrounding area so you have an idea of what other property owners are charging. Express interest in renting for three months or more. The owner may agree to lower the rent in exchange for a long-term booking.

What are the cancellation policies for most winter rentals?

Generally, if you cancel less than 60 days before your scheduled arrival, you’re likely to lose your rental fee. Trip cancellation insurance can give you peace of mind if circumstances change.

Flexibility & Short-Term Stays

Can I find month-to-month rentals in Florida, or do I need to commit to a longer-term lease?

Month-to-month rentals and long-term leases are both available in Florida.

What are the pros and cons of a monthly rental versus a traditional annual lease in Florida?

One of the pros of monthly rentals in Florida is that you can try out different places before making a long-term commitment. Also, if you have to return home, you aren’t locked in a year-long lease. A downside of renting month-to-month is that someone else may book the property before you let the owner know you’d like to stay.

Are monthly rentals available in all parts of Florida, or are they more common in tourist areas?

Monthly rentals are available in all parts of Florida, but are especially common in tourist areas to accommodate people on different travel schedules.

How does the cost of a monthly rental compare to a weekly or nightly rental in Florida?

In many cases, going with a monthly rental is more affordable than shorter-term options.

For Different Needs

How can I find monthly rentals that are suitable for business travelers or digital nomads in Florida?

When looking for a monthly rental in Florida, include the keywords “business travelers” or “digital nomads” to narrow the search.

Are there monthly rentals available near major hospitals or medical centers in Florida?

Yes, there are monthly rentals located near medical facilities in Florida.

What are some options for temporary housing in Florida while relocating or searching for a permanent home?

Renting a condo on a month-to-month basis is one option if you need temporary housing. An Airbnb is another option when you’re in-between permanent addresses.

Can I find monthly rentals that include services like housekeeping or laundry?

You may be able to arrange for housekeeping or laundry services depending on the amenities offered by the property owner. Many monthly rentals in Florida include the use of a washer and dryer.