Southwest Coast Florida Holiday Rentals

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Holiday Rentals in Southwest Coast 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 NZ$290
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)
"Found this property by chance. What a find!! So happy we did! Only a one night stay as we were traveling through but oh wish we could stay longer. We will be back! Thank you Ms. Annie for a warm welcome and thorough run down on the amenities (which includes beach chair/pool toy/umbrella closet for property guests- what a nice surprise 😃) The surrounding area is still very much in the recovery process from the recent hurricane hit, no fault of Edison. Neat, relaxed beach town feel- not too...
The price is NZ$377
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 NZ$521
includes taxes & fees
28 May - 29 May
Bellasera Resort
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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 NZ$236
includes taxes & fees
28 May - 29 May
Hibiscus Suites - Gateway to Siesta Key
Standard Studio | Private kitchen
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 NZ$275
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 NZ$544
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 NZ$542
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)
"All updated! Comfortable and clean. "
The price is NZ$243
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 NZ$553
includes taxes & fees
28 May - 29 May
Lovers Key Resort
Grand Studio Suite, Kitchenette | Living area
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
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 NZ$291
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
Beach
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
10.0 out of 10, Exceptional, (6)
"The house is absolutely beautiful. 4 bedrooms, 3 bathrooms (2 ensuite), well stocked , very nice lanai, big backyard, gas grill, the owner came right away when there was a small issue - she is Very nice. I would highly recommend this house to anyone who wants a beautiful place to stay. Looking forward to staying there again."
The price is NZ$983
includes taxes & fees
14 Jun - 15 Jun
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
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
Marriott's Crystal Shores
3.5 star property
9.2 out of 10, Wonderful, (202)
"Muy bueno "
The price is NZ$1,558
includes taxes & fees
29 May - 30 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
Beach nearby, beach towels
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
9.0 out of 10, Wonderful, (9)
"My daughter and her friends loved this rental and the close proximity to Anna Maria Island. A wonderful weekend to celebrate her birthday!"
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
Don't see what you're looking for?
See all available properties in Southwest Coast 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 Coast Florida you may be interested in

Lobby sitting area
Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, (3409)
"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 NZ$160
includes taxes & fees
30 May - 31 May
Kompose Boutique Hotel
Outdoor pool, pool loungers
Hyatt Regency Sarasota
4.0 star property
8.0 out of 10, Very good, (1004)
"Comfortable accommodations, clean and quiet. Great location, we had balcony room on high floor giving us great views"
The price is NZ$305
includes taxes & fees
29 May - 30 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 NZ$364
includes taxes & fees
23 Jun - 24 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.

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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