A crowded beach with people sunbathing and swimming.

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Our top choices for Southwest Florida holiday rentals

1. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (131 reviews)
"Great stay."
United States
cynthia
The price is £59
includes taxes & fees
13 Sept - 14 Sept
StudioRes by Marriott Fort Myers Airport

2. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,082 reviews)
"Great spot. Very nice pool area & fantastic sunset views from the balcony"
United States
Chris
The price is £215
includes taxes & fees
14 Sept - 15 Sept
Lovers Key Resort

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,892 reviews)
"I love this place"
United States
Yessica
The price is £146
includes taxes & fees
7 Sept - 8 Sept
Edison Beach House

4. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (150 reviews)
"Had a lovely time here!"
United States
Anonymous traveller
The price is £47
includes taxes & fees
7 Sept - 8 Sept
2 Queen Bed|Nsmk|Cape Coral FL

5. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (970 reviews)
"Highly recommended, coastal by the sea, good for family outings."
United States
MARYTE
The price is £390
includes taxes & fees
7 Sept - 8 Sept
GullWing Beach Resort

6. 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 £295
includes taxes & fees
7 Sept - 8 Sept
Noel Real Estate

7. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (296 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is £165
includes taxes & fees
7 Sept - 8 Sept
Matlacha Tiny Village

8. Lovers Key Resort 803 Stunning views of Estero Bay

Lovers Key Resort 803 Stunning views of Estero Bay
Fort Myers Beach
10.0 out of 10, Exceptional, (63 reviews)
"It had everything we needed & more! Views were amazing!!! We saw dolphins, loved the restaurant, and the pool!"
United States
Rose D.
The price is £253
includes taxes & fees
7 Sept - 8 Sept
Lovers Key Resort 803 Stunning views of Estero Bay

9. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,313 reviews)
"Great place"
United States
Nidia
The price is £104
includes taxes & fees
14 Sept - 15 Sept
The Suites at Fishermen’s Village

10. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

2 Mi to Six Mile Preserve! Family Getaway w/ Pool
3.0 star property
Fort Myers
The price is £351
includes taxes & fees
7 Sept - 8 Sept
2 Mi to Six Mile Preserve! Family Getaway w/ Pool

11. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (176 reviews)
"Beautiful hotel comfortable bed nice and friendly staff!!!!"
United States
Isabel
The price is £172
includes taxes & fees
8 Sept - 9 Sept
SeaSpray Resort

12. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,329 reviews)
"The perfect place for a family vacation"
United States
Lorenzo
The price is £237
includes taxes & fees
7 Sept - 8 Sept
Bellasera Resort

13. 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 £234
includes taxes & fees
7 Sept - 8 Sept
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

14. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,303 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is £143
includes taxes & fees
10 Sept - 11 Sept
Captiva Beach Resort

15. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,841 reviews)
"This place is awesome, super clean close to the beach and the pool small But completely renovated and great"
United States
Diana
The price is £132
includes taxes & fees
7 Sept - 8 Sept
Tropical Beach Resorts

16. Epic Arcades Heated Pool Home by Beach & Mercato

Epic Arcades Heated Pool Home by Beach & Mercato
Naples Park
10.0 out of 10, Exceptional, (114 reviews)
"GREAT location. Close to shopping, dining and the beach. Cute/clean house! Nice pool area. Would not hesitate in staying here again!"
United States
Tony A.
The price is £353
includes taxes & fees
7 Sept - 8 Sept
Epic Arcades Heated Pool Home by Beach & Mercato

17. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,694 reviews)
"Great place"
United States
moti
The price is £328
includes taxes & fees
7 Sept - 8 Sept
Sundial Beach Resort & Spa

18. 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 £194
includes taxes & fees
7 Sept - 8 Sept
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

19. 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 £281
includes taxes & fees
15 Sept - 16 Sept
MALU LANI Inn & Marina

20. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,437 reviews)
"This place was perfect!"
United States
Kat
The price is £92
includes taxes & fees
7 Sept - 8 Sept
Hibiscus Suites - Gateway to Siesta Key
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 Florida Hotel Reviews

Find out more about Southwest Florida

Everything you need to know about Southwest Florida holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Florida holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southwest Florida holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southwest Florida holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwest Florida. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwest Florida holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southwest Florida holiday rentals we have selected for you start as low as £80 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southwest Florida rentals

At Expedia, we put the best Southwest Florida holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southwest Florida rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southwest Florida holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southwest Florida. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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