Southwest Vacation Rentals

(2857 rentals)
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Anna Maria Island House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
4.9 rating on other travel sites

$389

avg/night

$389
avg per night
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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming pet-friendly home just steps to the beaches. Misty Beach is a charming coastal home with a flamingo-shaded exterior, quickly moving you onto island time. The interior showcases island artwork, creating a welcoming and calming environment. ...

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Property Type

Anna Maria Island House

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Lake Suzy Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 26 miles to Englewood Beach

$92

avg/night

$92
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL / SHORT-TERM RENTAL- Escape to tranquility in this enchanting Lake Suzy retreat, where comfort meets serenity. Nestled near the Sunseeker Resort Golf Course, and just a short drive from shopping, dining, and I-75, this 3-bedroom, 2-bath sanctuary offers the perfect blend of convenience and calm. ...

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Property Type

Lake Suzy Condo

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Venice House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 1 miles to South Venice Private beach with ferry

$231

avg/night

$231
avg per night
View Details

Key Amenities

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

About this property

Our fabulous pool home with 2 bedrooms, 2 bathrooms Pool is 5 minute ride away from our unique private beach, with 5 minute shuttle boat access (only for Monthly renters, Association rules), a great selection of restaurants and plenty of shopping and convenient grocery stores! Also close to bike trails ...

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Property Type

Venice House

Featured review

"Wonderful stay at this house."

Great vacation at this house. Clean and all the necessary items and supplies were in the house. Thanks very much!

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Fort Myers Condo
1 BR | 2 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 2 bathrooms
2 reviews

Distance to beach: 13 miles to Yacht Club Public Beach Cape Coral

$66

avg/night

$66
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Feel like a Million with this magnificent view of the Caloosahatchee River. Watch dolphins play while relaxing in great room or on lanai of this 2nd floor , 1,106 sq. ft home that feels like being on a cruise ship docked on a paradise island. Actually, the home is on the west side of the Peninsula with ...

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Property Type

Fort Myers Condo

Featured review

"Additional features of Unit 217"

My husband, Paul Fine, recently wrote a lengthy and detailed review of Unit 217. I want to mention additional amenities: - The guest bathroom has a full shower, toilet, and sink/vanity. - In the living ...

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Sanibel Island Townhome
4 BR | 3.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3.5 bathrooms
6 reviews
owner special
Owner special: Sought after March 2025 just became available. Also Christmas week & April vacation week available!

Distance to beach: 1000 feet to Sanibel Bay

$771

avg/night

$771
avg per night
Owner special:
Sought after March 2025 just became available. Also Christmas week & April vacation week available!

View Details

Key Amenities

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

About this property

Spacious well-equipped property, a five-minute stroll to the Bay. on Sanibel Island's east coast. Lots of room as the property hosts 2 bedrooms & 2 baths on the main floor and 2 bedrooms, and 1 full bath upstairs for visiting family & friends. It is a townhouse with a shared heated swimming ...

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Property Type

Sanibel Island Townhome

Featured review

"Beautiful Sanibel"

This townhouse comes with it all!! We especially loved the bikes that Mary provides and ALL the beach gear she provides as well. The location was perfect and the bay was only about 5 minutes from the house. ...

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Naples House
5 BR | 5 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 5 bathrooms

$1899

avg/night

$1,899
avg per night
View Details

About this property

This finely decorated home is the pinnacle of luxury Old Naples living. The Balmoral has five bedrooms and plenty of living space, with tall ceilings and large windows for tons of light. The open living room and kitchen layout overlooks sliding glass doors that lead directly to the pool. The pool area ...

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Property Type

Naples House

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Naples House
7 BR | 4 BA | Sleeps 14 | Quick View
Sleeps 14, 7 bedrooms, 4 bathrooms
2 reviews

$1714

avg/night

$1,714
avg per night
View Details

Key Amenities

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

About this property

6 bedrooms; 4 full bathrooms; sleeps 14 Luxury home in desirable Old Naples. Nestled in the heart of Old Naples, 75 yards to the beach 2 blocks from shopping / restaurants (Fifth Ave South / Third Street), this professionally decorated private oasis is the perfect setting for your family or corporate ...

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Property Type

Naples House

Featured review

"Beach haven"

House was great. Wish that the owners would supply soap and shampoos so I wouldn’t need to travel with it considering the price of the rental.

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Naples Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

$415

avg/night

$415
avg per night
View Details

Key Amenities

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

About this property

Embark on a week-long escape to the dazzling paradise of Regatta - where every moment is bathed in sunlight and pure bliss! This immaculate 3BR/2BA end unit is a spacious retreat, boasting stylish furnishings and accessories that add a touch of sophistication to your vacation. Fully equipped to ensure ...

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Property Type

Naples Condo

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Marco Island Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom
last minute deal
LAST MINUTE DEAL 11/25 - 1/6: $4000 for the month of January! $1000 damage deposit required!

Distance to beach: 4 miles to Marco Island has two public beaches within 5 min

$133

avg/night

$133
avg per night
Offer for: Nov 25 - Jan 6:
$4000 for the month of January! $1000 damage deposit required!

View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

THE MILLION DOLLAR VIEW THAT'S WALKABLE TO SEVERAL GREAT RESTAURANTS, BOUTIQUE SHOPPING, AND 5 MINUTES TO OUR BEAUTIFUL BEACHES!!! Beautiful spot in the heart of Olde Marco! Heated pool, boat slip, fishing pier!!! Close to The Snook Inn, The Smith House & Boardroom, Dolphin Tiki Bar, Pub 1105, ...

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Property Type

Marco Island Condo

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DEAL
Naples House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 0.1 miles to Steps from property

$4017

avg/night

$4,017
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to the Kite House a one of a kind Old Naples family compound only steps to The Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2 bedroom residence ...

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Property Type

Naples House

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Sarasota Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom

Distance to beach: 4 miles to Siesta Key Beach

$134

avg/night

$134
avg per night
View Details

Key Amenities

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

About this property

Newly renovated 2br /1 ba, shower cubicle, 980sqft, ground floor, private backyard, condo in the Sienna Park, Sarasota Fl.

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Property Type

Sarasota Apartment

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Naples Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$349

avg/night

$349
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to Le Malo Vacation Rental, a cozy 1-bedroom, 1-bathroom condo in downtown Naples, just a short walk from 5th Ave S, where you'll find shops, dining, and the beach. This ground floor condo comfortably accommodates 2 guests.A 7-minute walk takes you to the Gulf of Mexico for beach relaxation. ...

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Property Type

Naples Condo

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Marco Island Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Swallow Ave South Beach Entrance

$417

avg/night

$417
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Marco Island 2 bedroom, 2 full bath condo. A 12 min walk to the South Beach Access or use the 4 adult bikes, beach chairs with shoulder straps, umbrella. Building has a pool, barbecue grilling area and community room. This second floor fully loaded condo has everything you need. Elevator. ..Contact Alan ...

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Property Type

Marco Island Condo

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Naples

$261

avg/night

$261
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Chic 2 Bedroom + Den Vacation Rental in Olde Naples Escape to paradise in this beautifully updated 2-bedroom plus den condo in Olde Naples. With 1,350 square feet of luxurious living space, this end unit offers stunning bay views and is just steps away from 5th Ave, Tin City, Bayfront, and the iconic ...

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Property Type

Naples Condo

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Cape Coral House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms

$258

avg/night

$258
avg per night
View Details

Key Amenities

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

About this property

SW Cape Coral | Waterfront | Boat Dock & Boat Lift Welcome to your Tranquil TurtleTranquil Turtle is a beautiful four bedroom and 2 full bathroom vacation villa situated in the highly desirable SW Cape. The home featuring many exclusive details from the mahogany doors to the rock-like pool and ...

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Property Type

Cape Coral House

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Punta Gorda Condo
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 32 miles to Fort Myers

$151

avg/night

$151
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL / SHORT-TERM RENTAL. Available Nov 1, 2024. Nestled in the heart of Burnt Store Marina, this stunning penthouse invites you to experience Florida's coastal elegance. Perched on the 2nd floor, with sweeping views of lush fairways and serene waters, this 2-bedroom, 2.5-bath sanctuary blends ...

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Property Type

Punta Gorda Condo

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Anna Maria Island House
5 BR | 3.5 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 3.5 bathrooms
21 reviews

Distance to beach: 0.2 miles to bradenton beach

$686

avg/night

$686
avg per night
View Details

Key Amenities

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

About this property

You will fall in love with this peaceful retreat. This home comes with a 6 person golf cart. You will love zooming around the island on the golf carts, window shopping at all of the gorgeous real estate. This unit is within walking distance to the beach, you will love being able to walk back and forth ...

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Property Type

Anna Maria Island House

Featured review

"Wonderful first experience to AMI"

This rental is everything you could dream of. A short walk to the beach and all the extras you could ever need. The golf carts were our favorite for evening strolls along the island. Taylar really thought ...

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

$480

avg/night

$480
avg per night
View Details

Key Amenities

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

About this property

Brand new remodel in 2021 with high ceilings living area, well decorated and amazing back patio with external kitchen Tv jacuzzi and grass backyard.Owner accept small dogs with a fee and damage deposit. Utilities like eletricity, internet, water will be paid by renter

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Property Type

Naples House

Featured review

"Great house, beach and weather!"

The house was lovely (recently remodeled) and Patricia was a wonderful host! The beach was beautiful and just a short bicycle ride to get there. We went every day. Also there are many wonderful restaurants ...

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Anna Maria Island House
4 BR | 4.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

$1034

avg/night

$1,034
avg per night
View Details

Key Amenities

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

About this property

6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Right across the street from the beach and the Beach Bistro! Gulf Views available from this beautiful home.This custom 4 bed 4.5 bath home was built with no expense spared! Custom kitchen with gas stove, wine bar, roof top deck with sweeping views ...

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Property Type

Anna Maria Island House

Featured review

"Ideal family vacation home!"

The property was great, and worked really well with our family-which includes a 4 year old and a 9 month old, so having the bedrooms in different areas and private baths, made everything much easier. Centrally ...

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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
4.9 rating on other travel sites

$391

avg/night

$391
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Aqua Blu is a 2 bedroom/2 bathroom gulf front condo that offers everything you will need for a carefree getaway including a heated community pool and spa. From the moment you walk in, you are welcomed by stunning gulf views. Your private balcony will be the perfect resting place both day and night where ...

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Property Type

Anna Maria Island Condo

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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms

$416

avg/night

$416
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court ...

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Property Type

Anna Maria Island Condo

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Anna Maria Island House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$476

avg/night

$476
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A picture is worth a thousand words, and you'll have plenty of photo-ops from your spacious, screened-in, second story balcony with unmatched up-close views of the ocean. Whether it's swimming in the shared heated pool or lying on the beautiful beach, there's no shortage of conveniences. ...

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Property Type

Anna Maria Island House

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Naples

$286

avg/night

$286
avg per night
View Details

Key Amenities

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

About this property

3 Bedrooms, 2 Baths, Sleeps 4- 6 Gorgeous newer home with professionally decorated furnishings through-out. Located in Caldecott, in Lely, one of Naples most sought after luxury golf resort communities, with 3 on site golf courses.This beautiful 1,900 square feet home features elegant newer furniture ...

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Property Type

Naples House

Featured review

"Wonderful escape"

This was the first time my husband and I rented in Naples for the month of February. We wanted to escape the winter in New England. The house was spotless and the decor was spot on. Firano gated community ...

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Fort Myers Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

$146

avg/night

$146
avg per night
View Details

Key Amenities

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

About this property

Welcome to Venetian Palms Luxury Condominium!!! This Gorgeous Family Friendly Apartment with 2-bedroom and 2-bathroom is available for rent and is located in the highly sought-after community of Venetian Palms.As you enter the condo, you will be greeted by a spacious living room with plenty of natural ...

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Property Type

Fort Myers Apartment

Featured review

"Lovely Condo Quite Community"

This is a spacious 2 bedroom/ 2 bathroom condo with a large lanai. It sits back from the community road and there a many large shade trees all around the property. Everyone we encountered were pleasant ...

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Anna Maria Island House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms

$564

avg/night

$564
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Kai Blue is located in Holmes Beach, just steps from the beautiful AMI beaches. This 4 bedroom/2.5 bathroom with an elevator also has a private backyard with a pool. Kai Blue gives you the dreamy coastal vibe and it's close to restaurants, Island stores and right next to the free trolley stop.Pull ...

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Property Type

Anna Maria Island House

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Naples House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples

$750

avg/night

$750
avg per night
View Details

Key Amenities

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

About this property

This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2, ...

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Property Type

Naples House

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Sarasota House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms

$257

avg/night

$257
avg per night
View Details

Key Amenities

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

About this property

Fantastic vacation spot with a luxurious screened in private heated pool - this spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St Armand's Circle ...

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Property Type

Sarasota House

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Longboat Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$566

avg/night

$566
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool

About this property

Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of dishware, gadgets, cooking equipment for ...

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Property Type

Longboat Key House

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Marco Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.3 miles to 1/4 mile walk to public beach access

$154

avg/night

$154
avg per night
View Details

Key Amenities

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

About this property

Spacious 2 bedroom 2 bathroom fully furnished condo with an awesome balcony view of the pool area and ocean in the background. Cable TV in living room, master bedroom and guest bedroom. The place is equipped with a walk in kitchen, two walk-in closets, a washer and dryer, and a sleeper sofa. Can see for ...

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Property Type

Marco Island Condo

Featured review

"Wonderful location, quiet neighborhood. View from lanai awesome. Condo neat, clean and well equipped."

The Sands is a great place to stay. Easy walk to beach, restaurants, shops, and theater. Plenty of parking space available. The grounds, pool and hot tub were well kept. Even had cute burrowing owls in ...

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Anna Maria Island House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
5.0 rating on other travel sites

$638

avg/night

$638
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceDream Weaver is an amazing, custom luxury home nestled in the quiet residential ...

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Property Type

Anna Maria Island House

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Anna Maria Island House
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms

$355

avg/night

$355
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the paver driveway with a one-car garage and enter this light and airy home with wood floors and wood plank ceilings. The fully-stocked kitchen has stainless steel appliances, granite counters, ...

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Property Type

Anna Maria Island House

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Anna Maria Island House
3 BR | 3.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3.5 bathrooms

$517

avg/night

$517
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking distance ...

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Property Type

Anna Maria Island House

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Longboat Key Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$273

avg/night

$273
avg per night
View Details

Key Amenities

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

About this property

Newly renovated 3 bedroom, 2 bath condo. Open kitchen, spacious living room and an integrated dining room. Office den, ideal for working or relaxing. Master bedroom features a private balcony to enjoy the ocean and spectacular sunsets. Laundry room with full size washer and dryer. Two oceanfront balconies ...

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Property Type

Longboat Key Condo

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Siesta Key Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 200 feet to across street

$278

avg/night

$278
avg per night
View Details

Key Amenities

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

About this property

2 bedroom gorgeous condo overlooking Siesta Key Beach and Gulf of Mexico. Complex with large community pool, sauna, covered parking, secure gated area. Gas grills, party room, beautiful property. 2 full bathrooms with granite walk in showers and basin, etc. King bed in master with ensuite full bath, ...

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Property Type

Siesta Key Condo

Featured review

"Beautiful Property with Perfect View"

This property and the entire complex was perfect for our stay on Siesta Key. It was clean and well stocked with everything we needed. We would definitely stay again.

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Naples Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

$469

avg/night

$469
avg per night
View Details

Key Amenities

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

About this property

Saturday to Saturday rentals.Beautifully appointed 2 bed, 2 bath condo located inside the gated community of Naples Cay. Stunning sunset views of the Gulf of Mexico and only steps from the white sand!Building amenities includes hot tub and heated pool, steam room, sauna, fitness centre, shared ...

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Property Type

Naples Condo

Featured review

"Relaxing stay!"

Beautiful condo at amazing location on Naples Beach. Condo had everything you needed. Waking up and sitting on porch for coffee and watching the sunsets was perfect. Would absolutely stay again.

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Manasota Key Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Private

$368

avg/night

$368
avg per night
View Details

Key Amenities

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

About this property

** We received a recent cancellation for this upcoming season- Jan 1 into April 2025** Changes in Latitude is a 2 bedroom, Gulf front, ground level condo with a beautifully remodeled master suite. The complex offers a large heated pool, beautifully landscaped grounds, covered parking, boat slips ...

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Property Type

Manasota Key Condo

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Bradenton Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

$189

avg/night

$189
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Whether you are looking for a family-friendly vacation, winter getaway, IMG Academy visit, romantic retreat or you just want to relax and enjoy the Florida sun on the award-winning Gulf Coast beaches, then this condo might just be the right fit for you. This luxurious, beautifully renovated and fully-equipped ...

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Property Type

Bradenton Condo

Featured review

"Beautiful Condo"

Was a beautiful condo - really well decorated and had everything you needed for an amazing stay. Would definitely book again. Thank you

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Cape Coral House | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$279

avg/night

$279
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to our newly updated 3-bedroom Cape Coral retreat, where a stunning array of canals, waterfront restaurants, and the Cape Harbour Marina lie mere minutes away. Get ready to spend your days relaxing by the private heated swimming pool and Waterfront dock outside the screened in lanai amid comfortable ...

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Property Type

Cape Coral House

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Fort Myers Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 8 miles to Ft Myers

$111

avg/night

$111
avg per night
View Details

Key Amenities

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

About this property

Experience luxury living in Fort Myers. Available December 2024 Holiday decorations included. (this unit has never been available December and now it is available for a lucky couple or family)All the channels. TV and video on demand. Everything that’s ever been digitized is available ...

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Property Type

Fort Myers Condo

Featured review

"Great Place to Stay wqith your family"

Stayed with my family in this conveniently located condo. Very roomy and so glad there was 3 bedrooms. This complex had everything we were looking for : Great pools , fitness center and plenty of restaurants ...

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Marco Island Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms

$247

avg/night

$247
avg per night
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Key Amenities

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

About this property

NOT Avaiiable , FEBRUARY or MARCH or APRIL 2025.This is a luxury 1st floor Condo in a small gated complex . Beautifully remodeled. 1 1/2 block walk to the beach where rentals are available for beach chairs, umbrellas , sail boats, wave runners and water tours. Across the street from the Marco Walk ...

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Property Type

Marco Island Condo

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Anna Maria Island Townhome
5 BR | 4 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 4 bathrooms
1 review

$700

avg/night

$700
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

202 69 th Street - Holmes Beach - FL 34217 VRCBook with confidence: You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd party travel insurance fees, if applicable. The refund will be made to the original payment method. After that ...

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Property Type

Anna Maria Island Townhome

Featured review

"Lovely stay"

Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were ...

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Anna Maria Island House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2.5 bathrooms

$473

avg/night

$473
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/24/24 WITH A CHECK-IN DATE AFTER 4/9/24! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceAfter a day out on your boat or riding on your jet skis, you have plenty ...

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Property Type

Anna Maria Island House

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Naples Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 yards to Naples beach - mile and miles of public beaches

$679

avg/night

$679
avg per night
View Details

Key Amenities

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

About this property

Luxury gated beachfront community in Naples, Florida Newly remodeled! 3 Bedrooms - 1 King, 1 Queen, 2 Twin XL 2 bathrooms Full kitchen Washer/DryerWestshore at Naples Cay is the finest of Naples Florida rentals. This end unit condo is in beautiful condition with updated furnishings of top quality. ...

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Property Type

Naples Condo

Featured review

"Beautiful rental"

This condo had everything and more than you could ask for on a rental. The location to the beach was phenomenal. You had of you were both the bay and the gulf and it had all the beach toys you could ever ...

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Punta Gorda Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$250

avg/night

$250
avg per night
View Details

Key Amenities

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

About this property

Optional Unlimited Golf package for a $100.00 transfer fee!This Condo is a deluxe gorgeous 2 bed / 2 full bath practically new condo in Punta Gorda Florida. This unit is beautifully furnished, includes a big modern kitchen which is fully equipped and ready to prepare just about any meal. We take ...

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Property Type

Punta Gorda Condo

Featured review

"outstanding"

From start to finish everything about this rental and rental experience was outstanding. My realtor could not have been more attentive to detail. My accommodations were extremely well appointed and well ...

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Port Charlotte House
4 BR | 2 BA | Sleeps 13 | Quick View
Sleeps 13, 4 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Port Charlotte Beach Park

$390

avg/night

$390
avg per night
View Details

Key Amenities

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

About this property

Memories await at "Latitude Adjustment" - our vacation home! This nicely updated, open concept, spacious home offers endless entertainment with year-round heated pool, large lanai equipped to lounge, grill and soak in the day or night... quick Gulf access, private dock with 10K boat lift, kayaks ...

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Property Type

Port Charlotte House

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Cape Coral House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$246

avg/night

$246
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

SW Cape Coral | Gulf Access | Boat Dock Villa Fun in the Sun is a cozy vacation rental home located in the premier SW Cape Coral area. You are very centrally located about 15 minutes to Matlacha, fourty minutes to Fort Myers Beach or Sanibel Island. If you choose to take the water route WHY NOT, the ...

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Property Type

Cape Coral House

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Osprey Villa
5 BR | 2.5 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 2.5 bathrooms

$825

avg/night

$825
avg per night
View Details

Key Amenities

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

About this property

Intercoastal, Blackburn Bay waterfront home with boating facilities near Casey Key and Siesta Key. On a point facing the setting sun. This is simply paradise.The pier is long, and the water deep enough to handle most boat docking needs. The large, heated pool is a few steps from the screened lanai ...

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Property Type

Osprey Villa

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Anna Maria Island House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$358

avg/night

$358
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Kokomo, formerly known as OHasis, is a 2 bedroom/2 bathroom bungalow with a heated pool and private, tropical backyard. Ideal location being steps from the Gulf of Mexico, Come relax & enjoy this oasis in Holmes Beach! Step inside and see the high cathedral ceilings with an open living space. An open-concept ...

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Property Type

Anna Maria Island House

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Anna Maria Island House
2 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 2 bathrooms

$1178

avg/night

$1,178
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beachfront, North End, large 2 bedroom with expansive views of the dolphins frolicking in the azure waters of the North End of Anna Maria Island. BBQ grill, bikes, paddle boards, and kayaks are all included. Your backyard is a beautiful view of Egmont Key & the Skyway Bridge and your front yard is ...

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Property Type

Anna Maria Island House

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Anna Maria Island House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms

$1240

avg/night

$1,240
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Discover Serendipity: Your Pet-Friendly Beachfront Haven on Anna Maria Island Beachfront Bliss Awaits You Indulge in the enchantment of beachfront bliss at Serendipity, an exceptional 4-bedroom home perfectly positioned on the coveted North End of Anna Maria Island. This tranquil escape beckons you to ...

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Property Type

Anna Maria Island House

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