Search Holiday Rentals in Southwest Florida

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Holiday Rentals in Southwest Florida

Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (551)
"Fully equipped condo set up. Very clean and comfortable. Employees were very helpful. If they could screen in the balconies it would be great as bugs and birds make it uncomfortable."
The price is ₹13,180
₹14,762 total
includes taxes & fees
10 Jun - 11 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Beach/ocean view
Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1080)
"Spacious, accessible, parking available. Friendly front desk person. Pool was under construction, price did not reflect that, thought I personally didn't care about the pool. I would go back in the future if the price is right"
The price is ₹17,201
₹19,179 total
includes taxes & fees
28 May - 29 May
Edison Beach House
Lobby
Bellasera Resort
4.0 star property
9.6 out of 10, Exceptional, (1926)
"This is second time we stayed at this property and i absolutely love it"
The price is ₹21,816
₹26,521 total
includes taxes & fees
2 Jun - 3 Jun
Bellasera Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2003)
"Lettie was very pleasant and helpful at checkin. Efficiency with a separate bedroom was spacious and clean. Good value for the price."
The price is ₹10,601
₹11,979 total
includes taxes & fees
28 May - 29 May
Hibiscus Suites - Gateway to Siesta Key
Standard Studio | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Wiggins Pass Chalet
4.0 star property
9.6 out of 10, Exceptional, (131)
"Great apartment style hotel. The only downfall, there's no pool or jacuzzi. That would've made it absolutely perfect."
The price is ₹12,598
₹13,984 total
includes taxes & fees
28 May - 29 May
Wiggins Pass Chalet
Lobby
Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
9.2 out of 10, Wonderful, (405)
"nice place"
The price is ₹22,735
₹27,666 total
includes taxes & fees
28 May - 29 May
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Aerial view
Park Shore Resort
3.0 star property
8.8 out of 10, Excellent, (703)
"Lots of construction going on. Not advised that our balcony would be unavailable during our stay."
The price is ₹9,111
₹27,554 total
includes taxes & fees
28 May - 29 May
Park Shore Resort
Exterior
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, (114)
"The owners of Kon Tiki were both extremely nice and truly cared that everything was perfect for our stay. We had mentioned we were going to BBQ lobster and within minutes one of the owners was at the BBQ pit with everything we could need to BBQ. Our room was very clean with a small refrigerator, microwave and 2 top stove."
The price is ₹10,930
₹12,350 total
includes taxes & fees
2 Jun - 3 Jun
Kon Tiki Inn
Beach nearby, white sand, beach towels
Marco Beach Vacation Suites
3.5 star property
8.0 out of 10, Very good, (710)
"Ok very good access to beach no food recommendations "
Marco Beach Vacation Suites
Balcony view
Lovers Key Resort
3.0 star property
8.8 out of 10, Excellent, (931)
"Absolutely Love this place! Clean, beautiful condo with an amazing view. "
The price is ₹13,387
₹28,126 total
includes taxes & fees
2 Jun - 3 Jun
Lovers Key Resort
Grand Studio Suite, Kitchenette | Living area | Smart TV
Lazy Cuckoo Inn
3.5 star property
8.8 out of 10, Excellent, (126)
"Very clean and peaceful. I highly recommend this company for vacation rental"
Lazy Cuckoo Inn
Cabin (Tiny House - Yellow Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta
2.0 star property
8.2 out of 10, Very good, (132)
"Came to siesta keys for the first time, really enjoyed our time there and it was a beautiful tiny place"
The price is ₹8,123
₹14,813 total
includes taxes & fees
30 May - 31 May
Tiny House Siesta
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, (191)
"They were so accommodating at Tropical Villas. As part of your stay you had beach chairs, beach umbrella, cooler, coffee pods, sand sifter, beach towels (all in your villa). On-site you have access to use bicycles and washer n dryer at no extra charge. The Elite Villa we stayed in had direct access to the enclosed bug free pool. Our room was extremly clean and reminiscent of old school Florida cottage. The grounds were lush and they even had a sweet little wild brown bunny who wondered around...
Tropical Villas of Venice Beach
Outdoor pool
GullWing Beach Resort
3.5 star property
9.6 out of 10, Exceptional, (869)
"It's basically a condo you're staying in with all the amenities of home."
GullWing Beach Resort
Outdoor pool, pool umbrellas, pool loungers
GreenLinks Golf Villas at Lely Resort
3.0 star property
9.4 out of 10, Exceptional, (486)
"…"
GreenLinks Golf Villas at Lely Resort
Terrace/patio
Venice Beach Villas
3.0 star property
9.4 out of 10, Exceptional, (375)
"Convenient to beach and downtown. Friendly staff. "
Venice Beach Villas
Villa, 2 Bedrooms, Balcony, Gulf View | Living area | Flat-screen TV, DVD player
Marriott's Crystal Shores
3.5 star property
9.2 out of 10, Wonderful, (202)
"Muy bueno "
The price is ₹71,379
₹79,230 total
includes taxes & fees
28 May - 29 May
Marriott's Crystal Shores
Exterior
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
4.0 star property
9.8 out of 10, Exceptional, (215)
"Girls getaway celebrating a friend’s birthday. Outstanding experience, exceeded expectations in every way. Highly recommend! "
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
Don't see what you're looking for?
See all available properties in Southwest Florida
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.

Other types of properties in Southwest Florida you may be interested in

Lobby sitting area
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, (3410)
"My stay at the hotel was excellent. The staff was always very friendly and attentive, which made my experience even more pleasant. Additionally, the facilities were spotlessly clean and well maintained. I would definitely recommend this hotel to anyone looking for a comfortable and friendly place to stay. "
The price is ₹5,983
₹7,887 total
includes taxes & fees
28 May - 29 May
Kompose Boutique Hotel
Outdoor pool, pool loungers
Hyatt Regency Sarasota
4.0 star property
8.0 out of 10, Very good, (1005)
"So beautiful and peaceful staff was very friendly."
The price is ₹12,797
₹17,277 total
includes taxes & fees
30 May - 31 May
Hyatt Regency Sarasota
Outdoor pool
The Westin Sarasota
4.0 star property
8.8 out of 10, Excellent, (1016)
"It has been a wonderful experience so far. The views from the roof top pool are amazing. Best sunset! "
The price is ₹14,762
₹18,509 total
includes taxes & fees
9 Jun - 10 Jun
The Westin Sarasota
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.

Holiday Rentals in Southwest Florida

Search for holiday rentals in Southwest Florida on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Southwest Florida using one of the methods below:

  • View our selection of featured holiday rentals in Southwest Florida
  • Use the map to find apartments and other holiday homes in the Southwest Florida neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southwest Florida while they last

Look no further and take a look at our great range of rental properties in Southwest Florida!

Recent reviews of Southwest Florida properties
Expedia verified reviews

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

5/5 Excellent
"Really great hotel, friendly staff, so much to do! "
A verified traveller stayed at Margaritaville Beach Resort Fort Myers
Posted 3 hours ago
Margaritaville Beach Resort Fort Myers