Holiday Homes in Florida Gulf Coast

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Florida Gulf Coast holiday homes

1. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (239 reviews)
"Great place to stay!"
United States
Donna B.
The price is NZ$626
includes taxes & fees
10 Nov - 11 Nov
Anna Maria Beach Condo 1/1

2. Lakeside Oasis

Lakeside Oasis
2.0 star property
Iona
The price is NZ$451
includes taxes & fees
10 Nov - 11 Nov
Lakeside Oasis

3. [escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
The price is NZ$505
includes taxes & fees
15 Nov - 16 Nov
[escape to paradise] siesta key beach getaway

4. Cozy Beach Bungalow Pass-a-Grille Beach

Cozy Beach Bungalow Pass-a-Grille Beach
Pass-a-Grille
9.6 out of 10, Exceptional, (45 reviews)
"Cute space in a perfect location!"
United States
Tara N.
The price is NZ$494
includes taxes & fees
11 Nov - 12 Nov
Cozy Beach Bungalow Pass-a-Grille Beach

5. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
Dreams Away - Sleeps 10 Pool Golf Fun

6. 1 Bed 1Bath Steps to Pass-a-Grille Beach

1 Bed 1Bath Steps to Pass-a-Grille Beach
Pass-a-Grille
9.6 out of 10, Exceptional, (83 reviews)
"The cottage was as described in the listing and the location is perfect. Enjoyed our stay and would rent again when we return."
United States
Henry C.
The price is NZ$540
includes taxes & fees
11 Nov - 12 Nov
1 Bed 1Bath Steps to Pass-a-Grille Beach

7. Beachy private suite & bathroom w/ patio close to beach & Downtown

Beachy private suite & bathroom w/ patio close to beach & Downtown
St. Petersburg
10.0 out of 10, Exceptional, (90 reviews)
"It was a very cozy stay, the bed was so very comfortable. I am a beachy person, so I would of liked to have been a little closer, but I made it work."
United States
melody
The price is NZ$248
includes taxes & fees
10 Nov - 11 Nov
Beachy private suite & bathroom w/ patio close to beach & Downtown

8. Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is NZ$472
includes taxes & fees
1 Dec - 2 Dec
Old Floridian cottage in Historic Gulf Village

9. Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
The Meadows
10.0 out of 10, Exceptional, (29 reviews)
"The perfect place and the best rental I’ve stayed in!! All the descriptions are perfect. If you’re looking for a private getaway that’s close and cozy, this is it."
United States
Emma
The price is NZ$447
includes taxes & fees
10 Nov - 11 Nov
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

10. Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Southgate
10.0 out of 10, Exceptional, (84 reviews)
"The place was super cute, clean, quiet, cozy, and in a great location. The host was very communicative and sweet. Definitely a great stay, 10/10 recommend!"
United States
Sierra B.
The price is NZ$491
includes taxes & fees
10 Nov - 11 Nov
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

11. The Dolphin

The Dolphin
Nokomis
9.8 out of 10, Exceptional, (21 reviews)
"The cottage was comfortable and the pool was relaxing. "
United States
daniel
The price is NZ$411
includes taxes & fees
12 Nov - 13 Nov
The Dolphin

12. coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
West End
9.2 out of 10, Wonderful, (45 reviews)
"This was my second stay . It’s so amazing and the location is perfect !!!! We will be back !"
United States
EMILY B.
The price is NZ$792
includes taxes & fees
10 Nov - 11 Nov
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

13. Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6

Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6
3.5 star property
Crystal River
The price is NZ$511
includes taxes & fees
10 Nov - 11 Nov
Manatee Cove Retreat | Pet-Friendly Coastal Home Sleeps 6

14. La Casita Blanca Ybor City Tampa

La Casita Blanca Ybor City Tampa
Ybor City
9.8 out of 10, Exceptional, (146 reviews)
"The house is perfect for a stay near Tampa. The owners were wonderful about letting us leave the car at the property for a few hours after check out while at a conference in Tampa."
United States
Felicia
The price is NZ$408
includes taxes & fees
16 Nov - 17 Nov
La Casita Blanca Ybor City Tampa

15. Beautiful suite with separate entrance.

Beautiful suite with separate entrance.
North Park
9.4 out of 10, Exceptional, (32 reviews)
"This is a beautiful and quiet place to rest,clean and cozy, close to many restaurants and close to the main roads,the management was extremely helpfull and friendly ."
United States
Maria N.
The price is NZ$209
includes taxes & fees
10 Nov - 11 Nov
Beautiful suite with separate entrance.

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

Amazing Waterfront Views Resort, Enjoy Heated Pool & Sunset!
Rocky Point
9.6 out of 10, Exceptional, (114 reviews)
"This place was so cute and large! Great pool area and views! Very clean and would highly recommend!!"
United States
Julie T.
The price is NZ$676
includes taxes & fees
10 Nov - 11 Nov
Amazing Waterfront Views Resort, Enjoy Heated Pool & Sunset!

17. Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (28 reviews)
"Awesome place"
United States
Justin H.
The price is NZ$974
includes taxes & fees
16 Nov - 17 Nov
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

18. Nautical Nook

Nautical Nook
Englewood
9.8 out of 10, Exceptional, (16 reviews)
"It was super clean and the host was great"
United States
Dolores
The price is NZ$440
includes taxes & fees
13 Nov - 14 Nov
Nautical Nook

19. The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (182 reviews)
"Great location and wonderful place to stay."
United States
Theresa H.
The price is NZ$513
includes taxes & fees
15 Nov - 16 Nov
The Hideaways at Point Pleasant (Pine Side)

20. Historic Haven by Downtown Safety Harbor

Historic Haven by Downtown Safety Harbor
3.0 star property
Safety Harbor
The price is NZ$816
includes taxes & fees
15 Nov - 16 Nov
Historic Haven by Downtown Safety Harbor
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.

Learn more about Florida Gulf Coast

Venture to popular sights like Port Tampa Bay and Raymond James Stadium as you discover Florida Gulf Coast.

A beach with palm trees, a promenade, and a sunset.

Explore a world of travel with Expedia