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Top Holiday Rentals in Southwest Florida

The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, 558 reviews
"Rooms and view were beautiful"
The price is ₹14,922
per night
16 Jun - 17 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Edison Beach House
Beach/ocean view
Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, 1,085 reviews
"The staff was very helpful when I had a very late arrival and it was clean. "
The price is ₹17,246
per night
2 Jun - 3 Jun
Edison Beach House
Bellasera Resort
Lobby
Bellasera Resort
4.0 star property
9.6 out of 10, Exceptional, 1,930 reviews
"This is second time we stayed at this property and i absolutely love it"
The price is ₹18,621
per night
6 Jun - 7 Jun
Bellasera Resort
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Hibiscus Suites - Gateway to Siesta Key
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, 2,004 reviews
"Very convenient for a big group The room was clean and the property has a great location close to siesta key you can even make it walking and also it’s close to restaurants and stores Just the pool needs a little bit of attention I think The rest was great"
The price is ₹11,754
per night
2 Jun - 3 Jun
Hibiscus Suites - Gateway to Siesta Key
Wiggins Pass Chalet
Standard Studio | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Wiggins Pass Chalet
4.0 star property
9.6 out of 10, Exceptional, 134 reviews
"Extremely satisfy as always. "
The price is ₹12,632
per night
2 Jun - 3 Jun
Wiggins Pass Chalet
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Lobby
Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
9.2 out of 10, Wonderful, 405 reviews
"nice place"
The price is ₹21,295
per night
3 Jun - 4 Jun
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Park Shore Resort
Aerial view
Park Shore Resort
3.0 star property
8.8 out of 10, Excellent, 703 reviews
"Lots of construction going on. Not advised that our balcony would be unavailable during our stay."
The price is ₹9,135
per night
2 Jun - 3 Jun
Park Shore Resort
Kon Tiki Inn
Exterior
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, 114 reviews
"There was nothing to dislike about Kon Tiki. Property is well kept, very clean, updated and maintaince. "
The price is ₹10,958
per night
2 Jun - 3 Jun
Kon Tiki Inn
Marco Beach Vacation Suites
Beach nearby, white sand, beach towels
Marco Beach Vacation Suites
3.5 star property
8.0 out of 10, Very good, 712 reviews
"Excelente "
Marco Beach Vacation Suites
Lovers Key Resort
Balcony view
Lovers Key Resort
3.0 star property
8.8 out of 10, Excellent, 931 reviews
"Enjoyed the facility Area is still in recovery from Ian. Dining in area wasvery limited"
The price is ₹13,422
per night
2 Jun - 3 Jun
Lovers Key Resort
Lazy Cuckoo Inn
Grand Studio Suite, Kitchenette | Living area | Smart TV
Lazy Cuckoo Inn
3.5 star property
8.8 out of 10, Excellent, 126 reviews
"Very clean and peaceful. I highly recommend this company for vacation rental"
Lazy Cuckoo Inn
Tiny House Siesta
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 reviews
"Came to siesta keys for the first time, really enjoyed our time there and it was a beautiful tiny place"
The price is ₹8,019
per night
25 Jun - 26 Jun
Tiny House Siesta
Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, 192 reviews
"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
GullWing Beach Resort
Outdoor pool
GullWing Beach Resort
3.5 star property
9.6 out of 10, Exceptional, 871 reviews
"Great"
GullWing Beach Resort
GreenLinks Golf Villas at Lely Resort
Outdoor pool, pool umbrellas, pool loungers
GreenLinks Golf Villas at Lely Resort
3.0 star property
9.4 out of 10, Exceptional, 487 reviews
"Everything in the hotel was perfect. We loved the experience "
GreenLinks Golf Villas at Lely Resort
Venice Beach Villas
Terrace/patio
Venice Beach Villas
3.0 star property
9.4 out of 10, Exceptional, 375 reviews
"Pleasantly surprised at how they’ve thought of everything you might need for a stay at the beach. The room was spotless and the grounds nicely planted and maintained. Our new Venice spot to stay."
Venice Beach Villas
Marriott's Crystal Shores
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 reviews
"Muy bueno "
The price is ₹79,899
per night
3 Jun - 4 Jun
Marriott's Crystal Shores
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
Exterior
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
4.0 star property
9.8 out of 10, Exceptional, 215 reviews
"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
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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

Kompose Boutique Hotel
Lobby sitting area
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, 3,429 reviews
"Should be allowed to smoke on property at minimum "
The price is ₹7,270
per night
11 Jun - 12 Jun
Kompose Boutique Hotel
Hyatt Regency Sarasota
Outdoor pool, pool loungers
Hyatt Regency Sarasota
4.0 star property
8.2 out of 10, Very good, 1,007 reviews
"I enjoyed my stay at this hotel from the staff to the amenities, the pool, restaurant and the comfortable room. My only issue was the elevators. They were extremely slow and very small considering most people had luggage with them. Everything else was wonderful!"
The price is ₹13,247
per night
9 Jun - 10 Jun
Hyatt Regency Sarasota
The Westin Sarasota
Outdoor pool
The Westin Sarasota
4.0 star property
8.8 out of 10, Excellent, 1,008 reviews
"Very clean hotel and friendly staff! Shuttle is amazing and the area is very walkable. Rooms ok but could be a bit bigger with locks for bathroom. "
The price is ₹17,413
per night
10 Jun - 11 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

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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

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

5/5 Excellent
"It's an older but still beautiful hotel. They did a great job with renovation. The ladies in the check-in counter are polite and helpful and always work with smile. The lady at the bar is so kind and friendly!! Our bed was comfy!! The view from the poolside is beautiful! The pool is big and not just a square. We like that breakfast is included with our stay, and we like the buffet. We will definitely stay there again. "
A verified traveller stayed at Hyatt House Naples/5th Avenue
Posted 16 hours ago
Hyatt House Naples/5th Avenue