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Featured Condo Rentals in Southwest Florida

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
The price is AU$799
includes taxes & fees
6 Oct - 7 Oct
Chadwick Cove Resort & Marina

Captiva Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (1141)
"2nd time and excellent as always..close to the beach and great surroundings "
Captiva Beach Resort

Alamanda Villas

3.5 star property
10.0 out of 10, Exceptional, (2)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
The price is AU$696
includes taxes & fees
5 Oct - 6 Oct
Alamanda Villas

Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

8.8 out of 10, Excellent, (84)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
The price is AU$462
includes taxes & fees
5 Oct - 6 Oct
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

Stylish bayside condo with WiFi & pool - close to the beach & restaurants

9.6 out of 10, Exceptional, (99)
"Perfect place to stay, loved it, walking distance to everything you need beach right across the street. Loved it."
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Waterfront Condo with Pool & Boat Slip

9.8 out of 10, Exceptional, (29)
"to short"
The price is AU$529
includes taxes & fees
5 Oct - 6 Oct
Waterfront Condo with Pool & Boat Slip

Cozy beach house! Just steps away from the world-class Manasota beach

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great place. "
The price is AU$650
includes taxes & fees
5 Oct - 6 Oct
Cozy beach house! Just steps away from the world-class Manasota beach

*Charming 2bed 2 bath 6 mins from IMG*

9.6 out of 10, Exceptional, (21)
"Great place, spacious for 6 adults, clean, comfortable, organized with all the amenities one would need. Everything was simple from check in to check out. The queen-size air mattress fits seamlessly in the living room's common area and comes equipped with all necessary bedding to ensure a comfortable and restful experience.​ I would stay again!"
The price is AU$550
includes taxes & fees
5 Oct - 6 Oct
*Charming 2bed 2 bath 6 mins from IMG*

Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

9.2 out of 10, Wonderful, (28)
"Loved our stay! The beds were clean and soft. The laundry machines were so convenient and that balcony was super relaxing and easy to enjoy. The bathrooms were fully equipped and very nice! I loved the Kcup coffee machine and the kitchen island, plus their lighting! Super close to grocery, beaches, and Water Park! "
The price is AU$438
includes taxes & fees
8 Oct - 9 Oct
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

9.8 out of 10, Exceptional, (96)
"Loved it. Had an amazing stay"
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Lavish Waterfront Condo! Pools~Lanai~Free WiFi. By IMG~Beaches~AMI~Restaurants.

10.0 out of 10, Exceptional, (114)
"Great place to stay. Accomodations were very good."
The price is AU$467
includes taxes & fees
4 Nov - 5 Nov
Lavish Waterfront Condo! Pools~Lanai~Free WiFi. By IMG~Beaches~AMI~Restaurants.

Silver Sands Serenity – Unit 234 at the Beach by RVA

9.4 out of 10, Exceptional, (29)
"Love this place and staff. Will book again. Everything is so easy!"
The price is AU$455
includes taxes & fees
5 Oct - 6 Oct
Silver Sands Serenity – Unit 234 at the Beach by RVA

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

9.8 out of 10, Exceptional, (59)
"Perfect accommodation "
The price is AU$592
includes taxes & fees
5 Oct - 6 Oct
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Updated bayside condo with heated pool - across the street from the beach

9.2 out of 10, Wonderful, (97)
"Such an amazing cozy spot for a beach getaway! Very clean and close to restaurants and the beach! On the bay side of the island, so the sunrises are so worth getting up early to snap some amazing pictures! Can't wait to go back!"
Updated bayside condo with heated pool - across the street from the beach

Beautifully furnished condo

9.8 out of 10, Exceptional, (140)
"Perfect for our weekend football tournament. Had everything we needed. "
The price is AU$342
includes taxes & fees
19 Oct - 20 Oct
Beautifully furnished condo

Upscale condo steps from gorgeous Vanderbilt beach

10.0 out of 10, Exceptional, (21)
"This is a wonderfully well equipped, well located and comfortable condo for a quiet getaway. Walkability is the best, so close to the beach. Manager is very accommodating. "
The price is AU$868
includes taxes & fees
5 Oct - 6 Oct
Upscale condo steps from gorgeous Vanderbilt beach

Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand by RVA

8.2 out of 10, Very good, (71)
"Wonderful spot. Highly recommend. "
The price is AU$422
includes taxes & fees
5 Oct - 6 Oct
Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand by RVA

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

9.2 out of 10, Wonderful, (56)
"We enjoyed staying here it was walking distance to many beaches. Such a cute and lively area. The place was clean and nice and cool when you needed to escape the heat. The pool area is nice and they have floaties and noodles to use and endless towels. We will be renting here again!"
The price is AU$643
includes taxes & fees
12 Oct - 13 Oct
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (85)
"It was so great loved everything in the home"
Best views of the beach from your balcony Unit 301

Gulfside: Available Mon - Sat, 5 Nite Stay!

10.0 out of 10, Exceptional, (81)
"Charming place with a fantastic beach!"
Gulfside: Available Mon - Sat, 5 Nite Stay!
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

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

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Frequently asked questions

How much do condos in Southwest Florida cost?
You'll pay from to per night for condos in Southwest Florida. No matter your budget, a terrific stay is a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Southwest Florida?
Select from condos in Southwest Florida. Whether you're escaping with relatives or a group of friends, and wherever your travels take you, Expedia can help you find the perfect digs.
What is there to do in Southwest Florida near my condo?
Whether you like arts, culture, shopping or dining, Southwest Florida has something to suit all tastes! The terrific city of Tampa boasts plenty of attractions, including Florida Aquarium, Tampa Theatre and Tampa Museum of Art. If you're taking off to Naples, Naples Beach, Naples Zoo at Caribbean Gardens and Collier County Museum should be at the top of your to-do list.

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