Search and Rent Southwest Florida Condos

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Our top choices for Southwest Florida condo rentals

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1174)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
$167 nightly
The price is $187
Dec 21 - Dec 22
Total with taxes and fees
Captiva Beach Resort

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
$524 nightly
The price is $563
Dec 21 - Dec 22
Total with taxes and fees
Chadwick Cove Resort & Marina

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (577)
"Great location, recent updates"
United States
Michael
$184 nightly
The price is $208
Dec 22 - Dec 23
Total with taxes and fees
A Beach Retreat

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
10.0 out of 10, Exceptional, (3)
"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."
United States
Traci
$417 nightly
The price is $449
Dec 21 - Dec 22
Total with taxes and fees
Alamanda Villas

2/2 Spacious Unit

2/2 Spacious Unit
Port Charlotte
9.2 out of 10, Wonderful, (10)
"Great location close to everything.beautiful place well stocked nice host."
United States
Elisabeth B.
$256 nightly
The price is $283
Dec 22 - Dec 23
Total with taxes and fees
2/2 Spacious Unit

Gulf Access Condo Heated Pool & Dock

Gulf Access Condo Heated Pool & Dock
Caloosahatchee
10.0 out of 10, Exceptional, (26)
"The property was very clean and well equipped. Beautiful location on the canal."
United States
Kathleen
$314 nightly
The price is $344
Dec 21 - Dec 22
Total with taxes and fees
Gulf Access Condo Heated Pool & Dock

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

Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Caloosahatchee
9.2 out of 10, Wonderful, (30)
"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! "
United States
Christine
$265 nightly
The price is $292
Jan 10 - Jan 11, 2026
Total with taxes and fees
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
Bradenton
10.0 out of 10, Exceptional, (119)
"We enjoyed our stay. Host is nice and respond quickly. "
Canada
Sonia S.
$316 nightly
The price is $354
Jan 3 - Jan 4, 2026
Total with taxes and fees
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches

SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very Good, (137)
"Easy location to get where we needed. Clean and spacious."
United States
Chris N.
$246 nightly
The price is $272
Dec 21 - Dec 22
Total with taxes and fees
SUNSHINE GETAWAY VACATION RENTALS

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

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Bradenton
9.8 out of 10, Exceptional, (60)
"It was clean, comfy and ideal locarion. Close to beaches AMI and the pool was great. "
United States
Marge G.
$344 nightly
The price is $384
Dec 22 - Dec 23
Total with taxes and fees
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Newly Renovated Jamaica Royale Unit, Heated Pools

Newly Renovated Jamaica Royale Unit, Heated Pools
Sarasota
9.4 out of 10, Exceptional, (29)
"The condo itself had everything we needed the covered out door balcony was perfect for relaxing with a drink before dinner with out having to be concerned with the sun or rain "
Canada
Joseph D C.
$536 nightly
The price is $600
Jan 3 - Jan 4, 2026
Total with taxes and fees
Newly Renovated Jamaica Royale Unit, Heated Pools

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (71)
"Great location "
United Kingdom
Lawrence M.
$300 nightly
The price is $334
Dec 29 - Dec 30
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.2 out of 10, Wonderful, (40)
"Excellent place to stay"
United States
garry s.
$121 nightly
The price is $134
Dec 22 - Dec 23
Total with taxes and fees
Riverside Oasis 1Bed/1Bath

Charming Longboat Key Bungalow with beach access minutes away…

Charming Longboat Key Bungalow with beach access minutes away…
2.0 star property
Longboat Key
9.4 out of 10, Exceptional, (12)
"Enjoyed our stay in this quiet little place with close access to restaurants and just a few minutes from Bradenton. Would come back!"
United States
Todd B.
$403 nightly
The price is $450
Dec 21 - Dec 22
Total with taxes and fees
Charming Longboat Key Bungalow with beach access minutes away…

Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.

Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.
Bradenton
9.8 out of 10, Exceptional, (148)
"Great location, clean, everything we needed for a low key beach vacation!"
United States
Stephanie H.
$260 nightly
The price is $290
Dec 29 - Dec 30
Total with taxes and fees
Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.

*Charming 2bed 2 bath 6 mins from IMG*

*Charming 2bed 2 bath 6 mins from IMG*
South Bradenton
9.6 out of 10, Exceptional, (21)
"Cool place. Everything just as mentioned. Kids had a blast at pool and place was super clean"
United States
Jason G.
$359 nightly
The price is $396
Dec 21 - Dec 22
Total with taxes and fees
*Charming 2bed 2 bath 6 mins from IMG*

Superb Waterfront Condo: Heated Pools~Lanai~WiFi! By IMG~AMI~Beaches~Restaurants

Superb Waterfront Condo: Heated Pools~Lanai~WiFi! By IMG~AMI~Beaches~Restaurants
Bradenton
9.8 out of 10, Exceptional, (114)
"Enjoyed our stay, we will return for future fun in AMI"
United States
Karen J.
$255 nightly
The price is $285
Dec 21 - Dec 22
Total with taxes and fees
Superb Waterfront Condo: Heated Pools~Lanai~WiFi! By IMG~AMI~Beaches~Restaurants

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

Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach
Bonita Shores
10.0 out of 10, Exceptional, (46)
"Quiet, enjoyable as advertised"
United States
Vincent R.
$382 nightly
The price is $421
Dec 21 - Dec 22
Total with taxes and fees
Lovely, Completely Renovated 5 Star Two Bedroom Condo Close to the Beach

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

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Siesta Key
9.8 out of 10, Exceptional, (101)
"Great location and the private beach was so nice! "
United States
Ashley N.
$353 nightly
The price is $395
Jan 4 - Jan 5, 2026
Total with taxes and fees
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Beautifully furnished condo

Beautifully furnished condo
Bradenton
9.8 out of 10, Exceptional, (148)
"Super clean and well equipped property. I’ve been to Bradenton visiting my elderly mother many times…this has been one of best I’ve stayed in for a short visit."
United States
Richard W.
$262 nightly
The price is $292
Jan 5 - Jan 6, 2026
Total with taxes and fees
Beautifully furnished condo
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

Southwest Florida Condo Rentals information

Number of reviews
2,813
Accommodation
349 Condo Rentals
Lowest Price
$134
Highest Price
$600

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from $134 to $600 per night. This gives you extra room for your whole family at a price that's easy on your wallet. These prices were 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.
What are the best condos in Southwest Florida?
Southwest Florida has multiple condos with a total average guest review rating of 9.5. Organizing an escape to Tampa? Look forward to a stay at New Two Bedroom Condo In Channelside Tam, a popular 3.5-star option with a terrace and a barbecue grill. Another highly rated choice is Channelside Condominiums. It has a 3.5-star rating and conveniences that include a swimming pool and individually decorated rooms.
How many condos are there in Southwest Florida?
Southwest Florida has 349 condos on offer. Enter your dates and destination and start planning your dream getaway today.
What are the best cheap condos in Southwest Florida?
With condos starting at just $134 per night, you'll have extra cash left over for exploring Southwest Florida. If Tampa is in your sights, check in to Nautical Watch Beach Resort. A tennis court and casino facilities help make this option a top choice. Expedia also has wallet-friendly condos in Sarasota. Get comfy at Captiva Beach Resort and enjoy conveniences such as a swimming pool and pillow top mattresses. Love to sightsee around Southwest Florida without hurting your hip pocket? Add some epic free attractions to your travel itinerary, such as Tampa Riverwalk in Tampa. Sarasota also has loads of things to do that don't cost a dime, including Siesta Key Beach. 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.
Why book your condo in Southwest Florida with Expedia?
Reserving a condo in Southwest Florida is as easy as entering your travel dates and picking the option that meets your needs. On the lookout for something affordable or luxurious, or a property that also comes with a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find the perfect fit.
How can I find cheap condos in Southwest Florida?
Expedia can help you search for cheap condos in Southwest Florida. To lock in a fantastic stay in a matter of clicks, try out the filter tool to refine your search results by budget, amenities and star rating.
What is there to do in Southwest Florida near my condo?
Whether you enjoy food, shopping, history or sightseeing, Southwest Florida promises something for everyone! The terrific city of Tampa has lots of attractions and activities, including Henry B. Plant Museum, Orpheum Theater and David A. Straz Jr. Center for the Performing Arts. If you're planning an escape to Sarasota, Sarasota BayWalk, Ed Smith Stadium and Robert L. Taylor Community Complex have to be on your itinerary.

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