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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Condo Rentals in Southwest Florida

Our top choices for Southwest Florida condo rentals

Captiva Beach Resort
Front of property - evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1124)
"Everything was great and a walking distance to the beach❤️❤️❤️❤️❤️. Everyone was very friendly and kind, thank you so much."
$184 nightly
The price is $204
Aug 25 - Aug 26
Total with taxes and fees
Captiva Beach Resort
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (11)
"Nic place to stay and enjoy the area"
$502 nightly
The price is $538
Aug 26 - Aug 27
Total with taxes and fees
Chadwick Cove Resort & Marina
Resort Harbour Properties
Outdoor pool, a heated pool, sun loungers

Resort Harbour Properties

3.5 star property
9.6 out of 10, Exceptional, (357)
"10/10 would stay there again"
$499 nightly
The price is $556
Aug 27 - Aug 28
Total with taxes and fees
Resort Harbour Properties
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA
On the beach

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. "
$287 nightly
The price is $319
Aug 25 - Aug 26
Total with taxes and fees
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Terrace/patio

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! "
$263 nightly
The price is $290
Aug 25 - Aug 26
Total with taxes and fees
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
*Charming 2bed 2 bath 6 mins from IMG*
Beach nearby

*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!"
$327 nightly
The price is $359
Aug 25 - Aug 26
Total with taxes and fees
*Charming 2bed 2 bath 6 mins from IMG*
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Exterior

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

9.8 out of 10, Exceptional, (59)
"Perfect accommodation "
$346 nightly
The price is $386
Aug 25 - Aug 26
Total with taxes and fees
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Upscale condo steps from gorgeous Vanderbilt beach
Beach nearby

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. "
$518 nightly
The price is $568
Aug 25 - Aug 26
Total with taxes and fees
Upscale condo steps from gorgeous Vanderbilt beach
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Property grounds

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

9.6 out of 10, Exceptional, (96)
"Great property ,,clean and well equipped steps to the beach "
$235 nightly
The price is $262
Sep 1 - Sep 2
Total with taxes and fees
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Cozy Condo With Heated Pool
Beach nearby, sun loungers, beach towels

Cozy Condo With Heated Pool

9.6 out of 10, Exceptional, (35)
"Property and condo owner good. Condo AC did not work when we arrived. Once we could finally reach owner they did a good job to promptly get an AC Tech to repair. Using the VRBO site was not very user friendly. Was hard to navigate VRBO web site and even when it did work. "
$316 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
Cozy Condo With Heated Pool
Cozy beach house! Just steps away from the world-class Manasota beach
Sun loungers, beach towels

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. "
$391 nightly
The price is $435
Aug 25 - Aug 26
Total with taxes and fees
Cozy beach house! Just steps away from the world-class Manasota beach
The Sapphire Suite 1Bed/1Bath
Terrace/patio

The Sapphire Suite 1Bed/1Bath

9.8 out of 10, Exceptional, (82)
"We loved our stay here, it was a perfect location with lots to do within even walking distance! "
$130 nightly
The price is $144
Aug 25 - Aug 26
Total with taxes and fees
The Sapphire Suite 1Bed/1Bath
Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach
Sun loungers, beach towels

Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach

10.0 out of 10, Exceptional, (41)
"Great place"
$400 nightly
The price is $440
Aug 25 - Aug 26
Total with taxes and fees
Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach
Riverside Oasis 1Bed/1Bath
Exterior detail

Riverside Oasis 1Bed/1Bath

9.4 out of 10, Exceptional, (34)
"Perfect little place for a couple days. Clean and conveniently located just a short drive away from everything you need. Host was responsive and accommodating. We would definitely stay here again. "
$106 nightly
The price is $117
Sep 11 - Sep 12
Total with taxes and fees
Riverside Oasis 1Bed/1Bath
Casa Azul 2Bed/1Bath
Terrace/patio

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (63)
"Very comfortable and perfect location to the airport! "
$175 nightly
The price is $195
Aug 25 - Aug 26
Total with taxes and fees
Casa Azul 2Bed/1Bath
Best views of the beach from your balcony Unit 301
Interior

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (85)
"This condo is fantastic! The views are unbeatable. Great location for a family vacation. We would highly recommend it! "
$344 nightly
The price is $378
Aug 25 - Aug 26
Total with taxes and fees
Best views of the beach from your balcony Unit 301
Anna Maria Sunsets - studio
Property grounds

Anna Maria Sunsets - studio

9.0 out of 10, Wonderful, (218)
" Very clean great location and property owner very nice and understanding thank you for everything "
$197 nightly
The price is $219
Aug 25 - Aug 26
Total with taxes and fees
Anna Maria Sunsets - studio
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Property grounds

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

9.4 out of 10, Exceptional, (130)
"Loved how close it is to siesta key beach"
$337 nightly
The price is $376
Sep 5 - Sep 6
Total with taxes and fees
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Fridge, microwave, oven, stovetop

Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

9.4 out of 10, Exceptional, (95)
"A very pleasant and comfortable experience in a beautiful location."
$380 nightly
The price is $424
Aug 25 - Aug 26
Total with taxes and fees
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Fridge, microwave, oven, stovetop

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

9.4 out of 10, Exceptional, (24)
"Stayed the weekend, a getaway for my wife and I. We loved the place. It was perfect! "
$486 nightly
The price is $541
Aug 26 - Aug 27
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
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

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

10/10 Excellent
"I liked the food court, and the fact that guests arent required to pay for all you can eat plans."
Charles 1-night trip
Posted 5 hours ago
Sunseeker Resort Charlotte Harbor