Southwest Florida Vacation Rentals

Vacation Rentals in Southwest Florida

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (564)
"All Staff was professional and friendly ... even received some information on fishing spots from frint desk ( thank you young lady lol ) will definitely ma k e a return trip "
The price is $199
$223 total
includes taxes & fees
Jun 9 - Jun 10
The Suites at Fishermen’s Village- 2 Bedroom Suites
Bellasera Resort
4.0 star property
9.6 out of 10, Exceptional, (1934)
"Excellent, great stay. Really comfortable."
The price is $263
$319 total
includes taxes & fees
Jun 8 - Jun 9
Bellasera Resort
Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1094)
"Excellent location, kitchens have everything you need, spacious rooms"
The price is $207
$231 total
includes taxes & fees
Jun 9 - Jun 10
Edison Beach House
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Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2006)
"Good location, room are very good and specious, nice appliances. "
The price is $141
$159 total
includes taxes & fees
Jun 9 - Jun 10
Hibiscus Suites - Gateway to Siesta Key
Wiggins Pass Chalet
4.0 star property
9.6 out of 10, Exceptional, (137)
"The place was really clean. The area had a lot of restaurants close proximity to the property. I would definitely recommend this place to anyone! The front desk manager was professional. Room was really clean and cozy! "
The price is $143
$159 total
includes taxes & fees
Jun 8 - Jun 9
Wiggins Pass Chalet
Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
9.2 out of 10, Wonderful, (406)
"Quiet community. Floors were very dirty. Friendly people. "
The price is $256
$313 total
includes taxes & fees
Jun 9 - Jun 10
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Kon Tiki Inn
2.0 star property
10.0 out of 10, Exceptional, (119)
"We have enjoyed everything about this place. No complaints! The location is perfect, easy to get to. It’s small and personable. The rooms have everything we need. And they are decorated very nicely. Management is excellent! Pool and pool area is wonderful. Will definitely try to book here again on our next stay. "
The price is $132
$150 total
includes taxes & fees
Jun 10 - Jun 11
Kon Tiki Inn
Lovers Key Resort
3.0 star property
8.8 out of 10, Excellent, (932)
"The balcony bay views are gorgeous. You’ll almost guaranteed to see dolphins and sting rays in the water daily. The rooms are set in way you absolutely feel like you’re at home. With a small but full kitchen and grocery store near by, it’s perfect for a family. As a single traveler though it’s my favorite to go. There’s a restaurant right next door with the friendly staff. Lovers key state park is 5 minutes away and it beats parking at any public access spot. Between the restore and state...
The price is $179
$358 total
includes taxes & fees
Jun 9 - Jun 10
Lovers Key Resort
Marco Beach Vacation Suites
3.5 star property
8.0 out of 10, Very Good, (713)
"Excelente "
Marco Beach Vacation Suites
Tiny House Siesta
2.0 star property
8.2 out of 10, Very Good, (135)
"We loved our tiny house! "
The price is $88
$167 total
includes taxes & fees
Jun 9 - Jun 10
Tiny House Siesta
Lazy Cuckoo Inn
3.5 star property
8.8 out of 10, Excellent, (128)
"Walmart across street close to down town but in a small quiet community. Disliked no curtains on bedroom window sun blares in first thing in the morning. We stayed in the Tucan apartment "
Lazy Cuckoo Inn
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, (193)
"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
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 $110
$332 total
includes taxes & fees
Jun 9 - Jun 10
Park Shore Resort
GullWing Beach Resort
3.5 star property
9.6 out of 10, Exceptional, (872)
"Great place for family vacations"
GullWing Beach Resort
GreenLinks Golf Villas at Lely Resort
3.0 star property
9.4 out of 10, Exceptional, (487)
"Everything in the hotel was perfect. We loved the experience "
GreenLinks Golf Villas at Lely Resort
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
10.0 out of 10, Exceptional, (7)
"Great owner came out late evening when locked out. Lots of games toys seating etc"
The price is $129
$605 total
includes taxes & fees
Jun 14 - Jun 15
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
4.0 star property
9.8 out of 10, Exceptional, (216)
"Great location"
Holiday Inn Club Vacations Sunset Cove Resort, an IHG Hotel
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
9.4 out of 10, Exceptional, (13)
"Everything was great"
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
Marriott's Crystal Shores
3.5 star property
9.2 out of 10, Wonderful, (202)
"Muy bueno "
The price is $799
$887 total
includes taxes & fees
Jun 20 - Jun 21
Marriott's Crystal Shores
Venice Beach Villas
3.0 star property
9.4 out of 10, Exceptional, (379)
"Such a nice low-key place for my family. Quiet, secure, clean and near the beach. Certainly a bit older (I felt like I was in an episode of golden girls :) but clean, spacious, and everything in working order. Front office staff was very helpful and friendly. They had cruiser bikes for use and strainers to find shark teeth at the beach. Fantastic value for me and my family. Earlier in the week we stayed at a very high-end hotel in Orlando, however my kids all vote for us to go back to...
Venice Beach Villas
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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.

Southwest Florida Vacation Rental Travel Info

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

Kompose Boutique Hotel
3.0 star property
9.0 out of 10, Wonderful, (3462)
"Brand new. Cute . Chic and friendly "
The price is $78
$102 total
includes taxes & fees
Jun 9 - Jun 10
Kompose Boutique Hotel
Hyatt Regency Sarasota
4.0 star property
8.2 out of 10, Very Good, (1014)
"Bathroom is really small with a sulfer smell when you flush. "
The price is $159
$214 total
includes taxes & fees
Jun 9 - Jun 10
Hyatt Regency Sarasota
The Westin Sarasota
4.0 star property
8.8 out of 10, Excellent, (1020)
"Nice location and staff. Will stay again. "
The price is $178
$223 total
includes taxes & fees
Jun 23 - Jun 24
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.

Everything you need to know about Southwest Florida vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southwest Florida vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southwest Florida vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southwest Florida in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $88 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southwest Florida rentals

At Expedia, we put the best Southwest Florida vacation 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 vacation.

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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