A pier extending into calm waters at sunset with a beach in the foreground.

Holiday Homes in Florida Gulf Coast

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Florida Gulf Coast holiday homes

An aerial view of a coastal area with several small islands connected by bridges.

1. NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (51 reviews)
"We had a great stay, was exactly as described. The host had great communication and gave great advice for the property and surrounding area."
United States
Jennifer D.
The price is NZ$816
includes taxes & fees
24 Sept - 25 Sept
NEW!! The “WATERSIDE” COTTAGE~With dockage
A covered pool area with clear water, a patio with seating, and a view of the surrounding neighborhood.

2. INCREDIBLE WATER VIEW!! NEW LUXURY REMODELED HOME; HEATED SALT POOL, GOLF NEARBY

INCREDIBLE WATER VIEW!! NEW LUXURY REMODELED HOME; HEATED SALT POOL, GOLF NEARBY
Burnt Store Isles
10.0 out of 10, Exceptional, (70 reviews)
"This is a beautifully decorated, spacious, well stocked and immaculate home. Location is easily accessible to Publix and other shopping."
United States
Jill
The price is NZ$758
includes taxes & fees
28 Sept - 29 Sept
INCREDIBLE WATER VIEW!! NEW LUXURY REMODELED HOME; HEATED SALT POOL, GOLF NEARBY
A swimming pool with a covered area, surrounded by palm trees and a herringbone-patterned patio.

3. Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.

Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.
Caloosahatchee
9.6 out of 10, Exceptional, (122 reviews)
"Close to restaurants and the beach. Nice house overall."
United States
Paul L.
The price is NZ$765
includes taxes & fees
6 Oct - 7 Oct
Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.
A wide sandy beach with footprints and a few beachgoers.

4. PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS

PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
clearwater beach
10.0 out of 10, Exceptional, (234 reviews)
"Enjoyed our stay at this lovely cottage! Almost right on the beach and an easy walk to downtown and pier 60."
United States
Michael H.
The price is NZ$944
includes taxes & fees
24 Sept - 25 Sept
PRIVATE COTTAGE OCEAN VIEW 44 PACES TO BEACH, CLOSE TO RESTAURANTS AND SHOPS
An aerial view of a coastal resort with beachfront properties, a marina, and a marina with boats.

5. Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
Manasota Key
9.2 out of 10, Wonderful, (66 reviews)
"We had a great stay and will definitely stay here in the future"
United States
Brandon T.
The price is NZ$815
includes taxes & fees
24 Sept - 25 Sept
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
A view through a glass door to a paved patio with a metal grate, a wooden ceiling, and a clear sky.

6. Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre

Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre
Manasota Key
9.4 out of 10, Exceptional, (56 reviews)
"very clean and up to date."
United States
Jonathan C.
The price is NZ$2,213
includes taxes & fees
6 Oct - 7 Oct
Newly Remodeled-Beachfront Home with Pool/Spa! Private Island Living on 1 Acre
A spacious living room with a wooden ceiling, a large window with blinds, a floor lamp, a round rug, and a blue cabinet with decorative panels.

7. Beach house - 3 min walk to beach!

Beach house - 3 min walk to beach!
Manasota Key
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful property thank you for everything"
United States
William
The price is NZ$819
includes taxes & fees
24 Sept - 25 Sept
Beach house - 3 min walk to beach!
A modern living room with a large TV, a fireplace, and a view of the beach.

8. Fort Myers Coastal Retreat Hot Tub Yard Games

Fort Myers Coastal Retreat Hot Tub Yard Games
2.0 star property
San Carlos Park
The price is NZ$839
includes taxes & fees
1 Oct - 2 Oct
Fort Myers Coastal Retreat Hot Tub Yard Games
A kitchen with a microwave, coffee maker, and a window with blinds.

9. 1BR NEAR WATER + HEART of CR RIVER-Manatees, Golf, Fish, Beach, Food

1BR NEAR WATER + HEART of CR RIVER-Manatees, Golf, Fish, Beach, Food
Crystal River
10.0 out of 10, Exceptional, (107 reviews)
"Very clean place conveniently located to many restaurants and shops. Owners were great. Looking forward to returning!"
United States
Joanne L.
The price is NZ$353
includes taxes & fees
24 Sept - 25 Sept
1BR NEAR WATER + HEART of CR RIVER-Manatees, Golf, Fish, Beach, Food
A wicker picnic basket with a black handle on a beach with the ocean and a sunset in the background.

10. Charming Home Near Macdill AFB Hot Tub Fire Pit

Charming Home Near Macdill AFB Hot Tub Fire Pit
2.0 star property
Port Tampa City
The price is NZ$851
includes taxes & fees
24 Sept - 25 Sept
Charming Home Near Macdill AFB Hot Tub Fire Pit
A beach with thatched umbrellas, lounge chairs, and palm trees.

11. Amazing Waterfront Views Resort, Enjoy Heated Pool & Sunset!

Amazing Waterfront Views Resort, Enjoy Heated Pool & Sunset!
Rocky Point
9.6 out of 10, Exceptional, (110 reviews)
"Great view of the bay. The condo was clean and has a cute and cozy beach vibe. The cafe down stairs was super convenient and made a great breakfast sandwich. We really enjoyed our stay."
United States
Tiffany m.
The price is NZ$699
includes taxes & fees
5 Oct - 6 Oct
Amazing Waterfront Views Resort, Enjoy Heated Pool & Sunset!
A wooden swing with metal chains, overlooking a beach with clear turquoise water and a cloudy sky.

12. Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
Colonial Hills
9.6 out of 10, Exceptional, (35 reviews)
"This place was very clean and well thought out floor plan. Also was very convenient for going into town."
United States
Thomas
The price is NZ$258
includes taxes & fees
24 Sept - 25 Sept
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

13. BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.

BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.
Manasota Key
9.8 out of 10, Exceptional, (128 reviews)
"Loved everything about this place! We will make this a yearly tradition."
United States
Jenny G.
The price is NZ$811
includes taxes & fees
21 Oct - 22 Oct
BEST OF BOTH WORLDS, Sunset on the Beach, Sunrise on the Dock.
A modern kitchen with white cabinets, a marble island, pendant lighting, and a dining area with a sofa and table.

14. WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is NZ$565
includes taxes & fees
24 Sept - 25 Sept
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
A modern house with a wooden exterior, a covered porch, and a garden with various plants and a small pond.

15. Cozy AF Jungle-House Hideaway

Cozy AF Jungle-House Hideaway
Ybor City
10.0 out of 10, Exceptional, (59 reviews)
"Amazing place"
United States
Rodrigo
The price is NZ$347
includes taxes & fees
24 Sept - 25 Sept
Cozy AF Jungle-House Hideaway
A covered outdoor area with a pool, a gray sofa with cushions, a round table with a plant, and lounge chairs.

16. Entire home with Screened- In Pool , Fully Fenced.

Entire home with Screened- In Pool , Fully Fenced.
Berkeley Manor
9.8 out of 10, Exceptional, (41 reviews)
"amazing stay! It's a great place and has the perfect amenities to make a trip special."
United States
Martin B.
The price is NZ$497
includes taxes & fees
24 Sept - 25 Sept
Entire home with Screened- In Pool , Fully Fenced.
A covered outdoor swimming pool with a glass enclosure, a covered patio area, and a house in the background.

17. Heated SALT Pool - 3bd - Sunny

Heated SALT Pool - 3bd - Sunny
North Port
10.0 out of 10, Exceptional, (31 reviews)
"We loved our stay. We will be back next year. The place was clean and exceeded our expectations."
United States
KATHERINE
The price is NZ$584
includes taxes & fees
24 Sept - 25 Sept
Heated SALT Pool - 3bd - Sunny
A clear view of a beach with calm waters and a distant boat.

18. Gulf Access Waterfront Home With Private Dock – Walk to Beach

Gulf Access Waterfront Home With Private Dock – Walk to Beach
Hudson Beach Estates
9.2 out of 10, Wonderful, (97 reviews)
"Apartment was clean and well provisioned. Host was extremely helpful and courteous. We will stay here again."
United States
Travis
The price is NZ$358
includes taxes & fees
26 Sept - 27 Sept
Gulf Access Waterfront Home With Private Dock – Walk to Beach
A modern living room with a large window, a flat-screen TV, and a potted plant.

19. Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (25 reviews)
"Every part of this stay was perfect! "
United States
Stephen P.
The price is NZ$374
includes taxes & fees
24 Sept - 25 Sept
Nestled in North Port. Updated 2 Bed / 1 Bath.
A compact kitchen with white cabinets, a microwave, and a stove. There is a small island with a sink and bar stools. A flat-screen TV is mounted above the island.

20. Southern PAG Beach House Bungalows

Southern PAG Beach House Bungalows
3.0 star property
Pass-a-Grille
6.0 out of 10, (2 reviews)
"Great staff and excellent location."
United States
Gregg
The price is NZ$813
includes taxes & fees
24 Sept - 25 Sept
Southern PAG Beach House Bungalows
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Florida Gulf Coast Hotel Reviews

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites

10/10 Excellent
"Located right across from the beautiful beach. Staff was friendly. Within walking distance of most places. One of the best hotels in Clearwater."
Curt 3-night trip
Posted 16 hours ago
Hyatt Regency Clearwater Beach Resort and Suites

Find out more about Florida Gulf Coast

Florida Gulf Coast Holiday Homes information

Number of reviews
883
Accommodation
914 Holiday Homes
Lowest Price
NZ$258
Highest Price
NZ$2,213

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