A sunset over a beach with a pier and people walking on the sand.

Southwest Coast Florida Holiday Rentals

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Our top choices for Southwest Coast Florida holiday rentals

1. Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village
3.0 star property
Fort Myers
9.6 out of 10, Exceptional, (27 reviews)
"Great place to stay"
United States
Rachel
The price is NZ$420
includes taxes & fees
25 Aug - 26 Aug
Landing Apartments Fort Myers near Eastwood Village

2. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (109 reviews)
"Great stay."
United States
cynthia
The price is NZ$135
includes taxes & fees
19 Aug - 20 Aug
StudioRes by Marriott Fort Myers Airport

3. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,145 reviews)
"Great views, clean room, amazing beach and staff!!! Can't wait to come."
United States
Daniel
The price is NZ$377
includes taxes & fees
7 Sept - 8 Sept
Island Inn

4. The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,296 reviews)
"Great location and love the shops being under us. Great view and food options."
United States
Nathaniel
The price is NZ$334
includes taxes & fees
18 Aug - 19 Aug
The Suites at Fishermen’s Village- 2 Bedroom Suites

5. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,866 reviews)
"Lovely stay. Right on a beautiful beach. Located near food, shopping etc. Great place to stay."
United States
Brian
The price is NZ$375
includes taxes & fees
16 Aug - 17 Aug
Edison Beach House

6. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is NZ$660
includes taxes & fees
24 Aug - 25 Aug
MALU LANI Inn & Marina

7. Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
LaBelle
9.8 out of 10, Exceptional, (86 reviews)
"Check in was easy, the cottage was clean and organized, the bed was very comfortable. "
United States
Jacob S.
The price is NZ$435
includes taxes & fees
14 Aug - 15 Aug
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

8. Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (54 reviews)
"Loved this place! So private and cute! We walked to Wickies for breakfast and lunch and did Mudbugs for dinner! Best beaches were Blind Pass and Tarpon Bay! Make sure to use the code for a discount for Adventures in Paradise Shelling tours!"
United States
Stephen
The price is NZ$511
includes taxes & fees
14 Aug - 15 Aug
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

9. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (471 reviews)
"Very clean room and just a short walk to the beach!"
United States
Ivet
The price is NZ$294
includes taxes & fees
26 Aug - 27 Aug
Haley's at The Anna Maria Island Inn

10. Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.2 out of 10, Wonderful, (75 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is NZ$511
includes taxes & fees
16 Aug - 17 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

11. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is NZ$678
includes taxes & fees
31 Aug - 1 Sept
Noel Real Estate

12. The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
East End
9.2 out of 10, Wonderful, (56 reviews)
"Great condo, plenty of room for 3 of us, very quiet and peaceful, love the ice cream shop right next door, would definitely stay here again!"
United States
Jenny R.
The price is NZ$576
includes taxes & fees
16 Aug - 17 Aug
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

13. Stunning Luxury villa Sandpiper across the street from the beach!

Stunning Luxury villa Sandpiper across the street from the beach!
East End
9.0 out of 10, Wonderful, (51 reviews)
"Excellent property, very clean, modern, centrally located, close to restaurants and beach. Absolutely pleasant."
United States
Fernando F.
The price is NZ$853
includes taxes & fees
14 Aug - 15 Aug
Stunning Luxury villa Sandpiper across the street from the beach!

14. Sanibel Island 1BR Walk to Beach - Colony Inn 05

Sanibel Island 1BR Walk to Beach - Colony Inn 05
East End
10.0 out of 10, Exceptional, (13 reviews)
"Thanks for an affordable place to stay! Room was beautiful pool was awesome"
United States
Michele W.
The price is NZ$518
includes taxes & fees
17 Aug - 18 Aug
Sanibel Island 1BR Walk to Beach - Colony Inn 05

15. Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
West End
9.0 out of 10, Wonderful, (23 reviews)
"Loved our stay at the cottage. It was a perfect getaway for 2. Short walk to a quiet beach. Convenient to restaurants and Ding Darling.We will be back!"
United States
Catherine B.
The price is NZ$696
includes taxes & fees
14 Aug - 15 Aug
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

16. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,756 reviews)
"Clean quiet and close to the beach. Best place for a quiet weekend getaway in a cute quiet beach town"
United States
Lindy
The price is NZ$304
includes taxes & fees
7 Sept - 8 Sept
Tropical Beach Resorts

17. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (965 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
The price is NZ$957
includes taxes & fees
1 Sept - 2 Sept
GullWing Beach Resort

18. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is NZ$758
includes taxes & fees
14 Aug - 15 Aug
Home < 1-mi Walk to Warm Mineral Springs Park!

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$375
includes taxes & fees
16 Aug - 17 Aug
Nestled in North Port. Updated 2 Bed / 1 Bath.

20. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (445 reviews)
"Great place to stay,"
United States
Wilson
The price is NZ$338
includes taxes & fees
8 Sept - 9 Sept
Pelican Post at Anna Maria Island Inn
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 Southwest Coast Florida Hotel Reviews

Find out more about Southwest Coast Florida

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southwest Coast Florida holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southwest Coast Florida. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southwest Coast Florida. Seeing all the best attractions is bound to make you fall in love with Southwest Coast Florida. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southwest Coast Florida short-term rentals, that won’t be hard to do.

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