Florida Gulf Coast Vacation Rentals

(3370 rentals)
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Anna Maria Island House
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

$404

avg/night

$404
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

In the heart of Holmes Beach on Anna Maria Island rests this charming home just steps to the beaches. The home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria Hideaway lies within a stone's throw of the trolley stops for guests to hop on ...

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Property Type

Anna Maria Island House

Featured review

"great location"

We enjoyed on our stay at this well-kept property on Anna Maria Island. It offered privacy with a good central location.

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

$347

avg/night

$347
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped ...

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Property Type

Anna Maria Island House

Featured review

"GREAT LOCATION"

Great location in middle of Ana Marie Island; close to beach, not to far to shopping and restaurants.Rum Dog is a clean two bedroom pet friendly unit with wonderful deck for eating and socializingRental ...

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

$357

avg/night

$357
avg per night
View Details

Key Amenities

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

About this property

t's a destination where memories are made. Whether you're seeking relaxation, adventure, or a bit of both, our home provides the perfect setting for your dream beach getaway. Come and experience the coastal magic for yourself and create lasting memories with your loved ones in this idyllic retreat.Your ...

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Property Type

Manasota Key Condo

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Naples House
5 BR | 4 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 4 bathrooms

$1811

avg/night

$1,811
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is located only three blocks from the beach! Enjoy a beautiful back yard living space, completely enclosed by greenery for privacy and beauty while you enjoy the pool, hot tub, or fire pit along with full outdoor grilling area. Renovated interior with an open kitchen / living room, this home ...

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Property Type

Naples House

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Cape Coral House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

$253

avg/night

$253
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

SE Cape Coral | Freshwater | Located near Cultural Parkway Welcome to La FloridaLa Florida is a three bedroom and 2 ½ bathroom vacation villa situated in the highly desirable SE Cape Coral. The home is centrally located to shops and restaurants and to one of the main roads, if you are enjoying ...

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Property Type

Cape Coral House

Featured review

"La Florida"

Beautiful home Clean Fully stocked Quiet neighborhood We enjoyed our stay Would definitely rent again

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

$820

avg/night

$820
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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Bradenton Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 9 miles to Bradenton Beach

$186

avg/night

$186
avg per night
View Details

Key Amenities

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

About this property

NO HURRICANE DAMAGE FROM HELENE OR MILTONBLACK FRIDAY SALE !! $250 /£200 OFF ANY BOOKING FROM NOW TO END OF DECEMBER 2025 (XMAS 2024/25 AND EASTER 2025 NOT INCLUDED)Our villa, which is south facing, has a central position to the larger than average lake. Very spacious, air conditioned (with ...

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Property Type

Bradenton Villa

Featured review

"A great stay"

We had a fabulous week in Dianes very spacious home. The place was spotless and the view from the pool deck to the lake is lovely. Regal Oaks is a nice safe and quiet neighbourhood but very close to all ...

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Rotonda West Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 11 miles to Englewood Beach

$187

avg/night

$187
avg per night
View Details

Key Amenities

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

About this property

Headlines : Beautiful views, heated spa and pool, beaches nearbyThis home is located in the picturesque community of Rotonda West which boasts twenty-six miles of canals and lush landscapes with wildlife galore, in addition to several beaches and world-class fishing in the Gulf of Mexico. Not to ...

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Property Type

Rotonda West Villa

Featured review

"Fantastic Villa, home from home"

we have just returned from 3 weeks staying in this amazing villa, wish we were still there. The view took your breath away as we entered the villa, we spent most of our stay in the pool and relaxing in ...

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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

$1051

avg/night

$1,051
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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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 8 miles to Naples Pier

$292

avg/night

$292
avg per night
View Details

Key Amenities

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

About this property

Paradise Awaits at Your Coral Falls Getaway at Lely Resort - Heated Pool Always set to 89 degrees! 1st Floor and steps from the Heated Pool with a Waterfall! Best Location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai that looks out onto a nature preserve ...

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Property Type

Naples Condo

Featured review

"5-day Stay in Naples"

My wife and I loved this place. We typically rent houses/condos when we travel. This was one of the cleanest and most well-stocked places that we have rented. The pool and hot tub were fantastic and in ...

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Naples House
4 BR | 3 BA | Sleeps 9 | Quick View
Sleeps 9, 4 bedrooms, 3 bathrooms

$1774

avg/night

$1,774
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning ...

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Property Type

Naples House

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Fort Myers Beach Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$299

avg/night

$299
avg per night
View Details

Key Amenities

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

About this property

To the beach, beach, beach! This upstairs condo is located within a ten minute walk to the beach! Simply go straight down the street to the end of the road and you will find beach access entrances on each side! This is a location that you truly cannot beat! Located mid-island, it offers the best of both ...

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Property Type

Fort Myers Beach Condo

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Indian Shores Condo
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review
last minute deal
LAST MINUTE DEAL 11/20 - 12/28: Special 1200 per week two parking passes early check-in and beach towels

Distance to beach: 50 feet to Indian Shores

$408

avg/night

$408
avg per night
Offer for: Nov 20 - Dec 28:
Special 1200 per week two parking passes early check-in and beach towels

View Details

Key Amenities

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

About this property

This condo completed a brand new remodel (you can contact me ) and is one of the newest out of all the sandcastles listed. I also have minivans stationed at the airports for your convenience. They are an extra charge. I am fully insured and can usually beat competition buy 50%. I also own two other direct ...

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Property Type

Indian Shores Condo

Featured review

"Perfect beach condo"

Very happy with the property very clean great view of sunset and beach pool the people where friendly would highly recommend 5 stars for me

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DEAL
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

$457

avg/night

$457
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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Port Charlotte Condo
3 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

$133

avg/night

$133
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

3 BR 2 Bath second story condo in the beautiful Heritage Oak Park. Completely furnished for seasonal use. Internet and all utilities paid. Development has beautiful pool, fitness room, library and clubhouse.

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Property Type

Port Charlotte Condo

Featured review

"Great condo in a lovely community."

This is a wonderful condo in a beautiful gated community. We had the pleasure of staying here in 2021 and were very pleased! ! The huge Heritage Oak trees throughout the community are stunning! The balcony ...

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Punta Gorda Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

$121

avg/night

$121
avg per night
View Details

Key Amenities

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

About this property

“Discover luxury living in this 1,250-square-foot condo, located in a prestigious resort-style community. Featuring two bedrooms and two modern bathrooms, this home is a blend of comfort and elegance. The open-plan living space, illuminated by natural light, leads to a contemporary kitchen, complete ...

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Property Type

Punta Gorda Apartment

Featured review

"Perfect"

Stayed for the month of April 2024 and couldn't have asked for a better experience. Location, cleanliness, comfortable and beautiful surroundings. The unit is well decorated and fully stocked with all ...

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

Distance to beach: 35 miles to Manasota Key (North), Ft. Myers Beach (South)

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Dog-friendly condo near harbor, gated community, pools & modern updatesThis modern condo in Punta Gorda is perfect for a family or a group of friends seeking an unforgettable experience! Located in the Heritage Landing Golf and Country Club community, this retreat offers any avid golfer's ...

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Property Type

Punta Gorda Condo

Featured review

"Perfect Condo - Excellent Host"

2 important factors contribute to an excellent rating: (1) the property and (2) the host.(1) Property: The condo is new, clean, well-furnished and equipped with just about everything one could think ...

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Punta Gorda Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

$100

avg/night

$100
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

AVAILABLE, WEEKLY, BI-WEEKLY-MONTHLY......Come enjoy your Marina get-away condo in popular Burnt Store Marina. Turnkey furnished condo within a short walk to the Marina Yacht Basin with fabulous views of marina life and evening sunsets. Beautiful 1 Bedroom/1bath with tile flooring throughout, plus enclosed ...

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Property Type

Punta Gorda Condo

Featured review

"Quiet condo right on the marina!"

Nice quiet location with really good restaurant across street from the condo. Condo was clean and well stocked. I will definitely stay here again.

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

$421

avg/night

$421
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Completely updated 3 bedroom/2.5 bath townhome located in the Bermuda Bay Community. Bermuda Bay is a beautiful Gulf to Bay property that is located directly across the street from the white sandy beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated ...

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Property Type

Anna Maria Island Townhome

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Marco Island Apartment | On the beach
2 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Rentals by owner

About this property

DEALS FOR 2025 now available! Stunning Panoramic Full Gulf View located on the 11th Floor. This Two Bedroom and Two Full Bathroom is completely refurbished with the most spectacular views of the Gulf of Mexico (including partial city view). All amenities included, especially a fully equipped kitchen ...

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Property Type

Marco Island Apartment

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Naples Bungalow
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$1044

avg/night

$1,044
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms, as well as a guest house with ...

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Property Type

Naples Bungalow

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Anna Maria Island Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4.7 rating on other travel sites

$349

avg/night

$349
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the sandy white beaches offering you all of the conveniences you would want in an island stay. This beautiful condo sleeps up to six people with 3 bedrooms, 2 bathrooms, washer/dryer, elevator from the covered/lighted ...

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Property Type

Anna Maria Island Condo

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

Distance to beach: 30 yards to Vanderbilt Beach

$1825

avg/night

$1,825
avg per night
View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • WiFi

About this property

A rare opportunity located in the heart of Old Naples. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths. A private interior elevator ...

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Property Type

Naples Condo

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Indian Shores Condo | On the beach
2 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 2 bedrooms, 2 bathrooms
1 review

$195

avg/night

$195
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Private pool
  • WiFi

About this property

HURRICANE HELENE & MILTON UPDATE: We did not sustain any damage from the storms and the pool is open.This cozy intracoastal condo is situated in the well known Sea Club Resort, a resort style building with a private fishing dock, heated pool, shuffleboard and BBQ grills. It's location offers ...

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Property Type

Indian Shores Condo

Featured review

"Nice, very large two bedroom unit"

We enjoyed our stay, the unit was very well equipped. It is a very large second floor unit, two bedrooms and sleeps six easily. The main area and kitchen area are huge, best aspect about the unit. Balcony ...

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Marco Island Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 200 feet to Marco Beach

$276

avg/night

$276
avg per night
View Details

Key Amenities

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

About this property

We invite you to share in our little piece of paradise! It’s a snowbirds dream, a couples retreat or perfect family get-away. With 2 full bathrooms, the condo sleeps 4 - Master Bedroom (King sized bed - BRAND NEW - purchased 7/21) and the guest bedroom (2 Twin Beds.) Both the living room and ...

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Property Type

Marco Island Condo

Featured review

"Marco Island"

We found paradise! My husband and I just spent 10 days at South Seas III in April. We were celebrating our retirement and decided Marco Island was the place to go. We were blessed to have incredible weather ...

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

Distance to beach: 3 miles to Cape Coral Yacht Club Beach

$216

avg/night

$216
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Don´t Miss The Video Tour! Villa Seaside pool villa with jacuzzi with only jets, with a lovely view over the Mohave Lake, Cape Coral. Pool and patio facing west towards the sunsets.Villa Seaside has 3 bedrooms and 2 baths. Master bedroom with private bath with sliding door towards the pool ...

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Property Type

Cape Coral House

Featured review

"Needs an update"

Spenat three weeks at this house. Good location to local Walmart and good morning walk opportunities. The proximity to Pelican is slightly annoying from a noice point of view, but manageable. The view ...

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Fort Myers Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$564

avg/night

$564
avg per night
View Details

Key Amenities

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

About this property

Welcome to your dream beach getaway at Caper Beach Club, Unit 1103, where every moment is filled with breathtaking views and coastal charm. Nestled on the 11th floor of this oceanfront condominium in Fort Myers Beach, Florida, our two-bedroom, two-bathroom condo offers the ultimate retreat for your long ...

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Property Type

Fort Myers Beach Condo

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

$205

avg/night

$205
avg per night
View Details

Key Amenities

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

About this property

The Shorewalk Complex is located along Cortez Avenue, the 'main-drag' in Bradenton. Sarasota Bradenton Airport is 15 miles from Shorewalk and Tampa International Airport is about 50 miles away. Ellenton Prime Outlet Mall is a 20 minute drive up I-75 N. Thrill seekers can enjoy Busch Gardens ...

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Property Type

Bradenton Condo

Featured review

"Condo"

This is beautiful condo. Clean has everything you need. 2 year in this condo. Best place every. Thanks.

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Bonita Springs Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$261

avg/night

$261
avg per night
View Details

Key Amenities

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

About this property

Bay Harbor Club Penthouse C has fabulous views that wrap around from the Gulf of Mexico and Bonita Beach to Estero Bay and Lovers Key. This spacious condo has private beach access across the street, a heated pool and 2 jacuzzis overlooking Estero Bay. There are tennis/pickle ball courts and shuffle ...

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Property Type

Bonita Springs Condo

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

$398

avg/night

$398
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub, ...

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Property Type

Naples Condo

Featured review

"Excellent Regatta Rental"

Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been ...

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Indian Rocks Beach Townhome
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms

$226

avg/night

$226
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Please check out the youtube video created for Beach House. /watch?v=33E_MJp4Tnw Bedroom 1: Queen Bed | Bedroom 2: Full Bed Queen Bed has a pullout bed HOME HIGHLIGHTS: 2 flat-screen cable TVs, coastal decor, dining table, shared covered patio, shared yard KITCHEN: Fully equipped w/ cooking basics, microwave, ...

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Property Type

Indian Rocks Beach Townhome

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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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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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Clearwater Beach Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

$387

avg/night

$387
avg per night
View Details

Key Amenities

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

About this property

Beautiful waterfront condo located at Harborview Grande in the heart of Clearwater Beach. Just a 5 minute walk to Clearwater beach, bars and restaurants. Wonderfully decorated with a coastal theme, new bedroom floors and new appliances.This 4th floor end unit has 3 bedrooms, 2 full baths and 1800 ...

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Property Type

Clearwater Beach Condo

Featured review

"Our family loved staying in this beautful spacious great location condo"

Our family of six stayed in this well appointed condo from May 7th-15th. The condo was beautiful and spacious with gorgeous views of the harbor,water and boats. We were able to see many dolphins and birds ...

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

$554

avg/night

$554
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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Anna Maria Island Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$360

avg/night

$360
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Looking for a prime location to vacation? Seagrass Flats Unit 1 is a 2 bedroom/2 bathroom condo that is located less than 75 steps to the Gulf and has a shared heated pool. This unit has been completely renovated both inside and out. Bathrooms and kitchen feature quartz countertops, vinyl plank flooring ...

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Property Type

Anna Maria Island Condo

Featured review

"Outstanding!"

We enjoyed our stay at Seagrass Flats. Our unit was very clean, well furnished, and worked great for our vacation with the in-laws. Beds were comfy and we appreciated the little extras, like beach towels ...

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Indian Shores Condo
2 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 2 bedrooms, 2 bathrooms

$233

avg/night

$233
avg per night
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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

HURRICANE HELENE & MILTON UPDATE: Our pool is open. The dock remains closed at this time.Come enjoy your own slice of paradise at Mariner's Pointe, a quiet pet friendly building on the Intracoastal surrounded by lush mangroves within a 3 minute walk to the beach. This condo features a spacious ...

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Property Type

Indian Shores Condo

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

$593

avg/night

$593
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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Naples House
5 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 3 bathrooms

$1960

avg/night

$1,960
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Featured in Naples coffee table books "Dream Homes" FLAMINGO PALMS is one of Olde Naples finest homes superbly located in the heart of Olde Naples historic district. Walk to some of Naples finest restaurants and shopping along Olde Naples Famous Fifth Avenue, Just 2 blocks away. Enjoy a round ...

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Property Type

Naples House

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

$563

avg/night

$563
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Paradise Found is a recently remodeled and renovated 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minutes walk to the white sandy beaches. Upon entry, you have the living room with all new furnishings, where you can ...

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Property Type

Anna Maria Island House

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Clearwater Condo
3 BR | 3.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3.5 bathrooms
1 review

Key Amenities

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

About this property

Located on the world renown north end of Clearwater Beach, this stunning private residences built in 2020 offers a spacious unit at the height of luxury. Direct elevator access leads to a private foyer which spills into a gourmet kitchen equipped with stainless steel appliances, granite counters and contemporary ...

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Property Type

Clearwater Condo

Featured review

"Amazing Stay"

Great place to stay in Clearwater Beach! Pete and Gayle the owners gave us a fabulous tour when we showed up. Place was impeccable. Will definitely stay here again.

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Anna Maria Island House
5 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 3 bathrooms
2 reviews

$691

avg/night

$691
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the heart of Holmes Beach. Offering 5 bedrooms/3 bathrooms, Flip Flops Forever is located in the perfect location for a great family vacation. Only a few seconds walk (around 200 steps) ...

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Property Type

Anna Maria Island House

Featured review

"Perfect Beach House for just about anyone"

Love, Love, Love this beach house. I had reserved it a year in advance and was concerned about coming here during a pandemic but as soon as I arrived I was so happy and relieved to be here. The first ...

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Siesta Key House
5 BR | 4 BA | Sleeps 13 | Quick View
Sleeps 13, 5 bedrooms, 4 bathrooms
13 reviews

Distance to beach: 400 feet to Siesta Beach

$954

avg/night

$954
avg per night
View Details

Key Amenities

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

About this property

Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage on a Navigable Canal to the Bay And Then The Gulf of Mexico , Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway. ...

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Property Type

Siesta Key House

Featured review

"Amazing home!"

We had an amazing time with our family at this home in SK! David (property manager) was incredibly responsive to our questions and even stopped by to introduce himself when we arrived!The space was ...

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

$156

avg/night

$156
avg per night
View Details

Key Amenities

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

About this property

Super convenient, carfree living in this renovated 2 BR/2bath terrace condo with view of professional golf course, 2nd Floor, elevator access , screened lanai in gated community. Pool and tennis courts in close proximity. Living area has large mounted TV, comfortable furniture with screened porch access. ...

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Property Type

Fort Myers Apartment

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St. Pete Beach Condo
1 BR | 1.5 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1.5 bathrooms
1 review

Distance to beach: 1 miles to St Pete Beach

Key Amenities

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

About this property

Nestled on the beautiful island of Isla Del Sol, this cozy condo includes the following amenities. All linens and beach towels, a well stocked kitchen, iron/ironing board, hairdryer, soaps and paper goods to get you started. It has newer carpet, updated cabinets and countertops and a new upscale ...

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Property Type

St. Pete Beach Condo

Featured review

"Warm and inviting"

My stay in St. Petersburg was comfortable and restful in this lovely retreat with wonderful amenities. The property is well maintained and I felt safe and secure in this area. I liked the location for access ...

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Treasure Island Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews
last minute deal
LAST MINUTE DEAL 11/30 - 12/21: $800 per week til end of year. No hurricane damage. Beach and Pool open.

$301

avg/night

$301
avg per night
Offer for: Nov 30 - Dec 21:
$800 per week til end of year. No hurricane damage. Beach and Pool open.

View Details

Key Amenities

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

About this property

Land's End is a tropical gulf-front paradise situated on 14 acres of lushly landscaped grounds. The ten 4-story buildings have Mediterranean architecture. This exclusive resort is surrounded by water on three sides. The Gulf of Mexico on the west joins the peaceful Intracoastal waters on the east. ...

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Property Type

Treasure Island Condo

Featured review

"Condo accommodations were great"

This Condo is in great shape, close to the beach, nice and quiet,great place to get away and enjoy the Gulf Beaches, a very nice pool, and hot tube.

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DEAL
Anna Maria Island House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

$402

avg/night

$402
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot for your family's next escape to the shore. Featuring three blissful bedrooms and lots of communal living space, this picture-perfect home base allows everyone to have their own ...

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Property Type

Anna Maria Island House

Featured review

"Amazing time in Anna Maria island!"

We visited Anna Maria Island with the family and had a great time staying in this beautiful house.The property is spacious, nicely decorated, clean and very well equipped. It is nested in what seems to ...

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Anna Maria Island House
7 BR | 6 BA | Sleeps 16 | Quick View
Sleeps 16, 7 bedrooms, 6 bathrooms

$1564

avg/night

$1,564
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 4/27/23! All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle Insurance.Endless Summer is the latest addition to SeaBreeze Vacation's portfolio. Pristine, ...

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Property Type

Anna Maria Island House

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Redington Shores Apartment
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$171

avg/night

$171
avg per night
View Details

Key Amenities

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

About this property

Welcome to The Pink House! Our cozy beach house located on a natural barrier island on the Gulf of Mexico in Redington Shores, Florida. Redington Shores is a bit of a hidden gem, being a quiet, low key beach community tucked between the vibrant cities of Clearwater & St Petersburg. This location ...

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Property Type

Redington Shores Apartment

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

$582

avg/night

$582
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Approximately 40 steps and you'll be at the beach entrance to Anna Maria's sandy, white beach. This property offers convenient access to one of the island's main attractions. As the upper level of a two-unit home, Bean Point Residence Unit A boasts 3 bedrooms/3 bathrooms, providing ample ...

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Property Type

Anna Maria Island Villa

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