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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, (1,211 reviews)
"Staff really were accommodating. The location was perfect and the rooms were clean and quiet. We enjoyed the pool and beach."
United States
Glenn
The price is ¥44,626
¥53,103 total
includes taxes & fees
Apr 2 - Apr 3
Captiva Beach Resort

Villa Del Mar 402

Villa Del Mar 402
3.0 star property
Mid Island
The price is ¥78,930
¥138,522 total
includes taxes & fees
Mar 14 - Mar 15
Villa Del Mar 402

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (603 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.2 out of 10, Wonderful, (46 reviews)
"Excellent place to stay"
United States
garry s.
The price is ¥11,834
¥22,768 total
includes taxes & fees
Apr 7 - Apr 8
Riverside Oasis 1Bed/1Bath

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
The price is ¥35,820
¥111,156 total
includes taxes & fees
Mar 15 - Mar 16
Chadwick Cove Resort & Marina

Cozy 2BR Condo ~ Heated Pools & Fast WiFi ~ Minutes to Anna Maria Island & IMG

Cozy 2BR Condo ~ Heated Pools & Fast WiFi ~ Minutes to Anna Maria Island & IMG
Bradenton
9.8 out of 10, Exceptional, (151 reviews)
"Great location, clean, everything we needed for a low key beach vacation!"
United States
Stephanie H.
The price is ¥22,089
¥54,860 total
includes taxes & fees
Apr 4 - Apr 5
Cozy 2BR Condo ~ Heated Pools & Fast WiFi ~ Minutes to Anna Maria Island & IMG

Luxury 2BR Waterfront Condo ~ Pools & Lanai ~ Minutes to Anna Maria Island & IMG

Luxury 2BR Waterfront Condo ~ Pools & Lanai ~ Minutes to Anna Maria Island & IMG
Bradenton
10.0 out of 10, Exceptional, (123 reviews)
"Great place to stay"
United States
Tawnee H.
Luxury 2BR Waterfront Condo ~ Pools & Lanai ~ Minutes to Anna Maria Island & IMG

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (136 reviews)
"The condo was cleaned and well maintained. "
United States
Scott Z.
The price is ¥35,501
¥73,487 total
includes taxes & fees
Mar 13 - Mar 14
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

Serene Waterfront Retreat ~ 2BR, Pools & Private Lanai ~ Near Anna Maria & IMG

Serene Waterfront Retreat ~ 2BR, Pools & Private Lanai ~ Near Anna Maria & IMG
Bradenton
9.8 out of 10, Exceptional, (117 reviews)
"Enjoyed our stay, we will return for future fun in AMI"
United States
Karen J.
The price is ¥22,100
¥54,888 total
includes taxes & fees
Apr 9 - Apr 10
Serene Waterfront Retreat ~ 2BR, Pools & Private Lanai ~ Near Anna Maria & IMG

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

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (101 reviews)
"Everything was great"
United States
lillybet h.
The price is ¥16,251
¥52,310 total
includes taxes & fees
Mar 26 - Mar 27
Updated bayside condo with heated pool - across the street from the beach

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
9.8 out of 10, Exceptional, (39 reviews)
"Nice quiet environment. Plenty of seating area outside "
United States
Mason R.
The price is ¥26,207
¥68,503 total
includes taxes & fees
Mar 14 - Mar 15
Waterfront Condo with Pool & Boat Slip

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, (34 reviews)
"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
The price is ¥22,890
¥56,661 total
includes taxes & fees
Mar 31 - Apr 1
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Coastal Breeze Siesta - Pelican

Coastal Breeze Siesta - Pelican
2.0 star property
Siesta Key
Coastal Breeze Siesta - Pelican

Mello on the Beach - Shore Enuff

Mello on the Beach - Shore Enuff
Holmes Beach
10.0 out of 10, Exceptional, (22 reviews)
"During the week the stay was perfect. We were steps from the beach. The property abuts to the public park which meant dramatically increased crowds on the weekend. Very nice stay."
United States
Diana M.
The price is ¥85,607
¥118,524 total
includes taxes & fees
Mar 11 - Mar 12
Mello on the Beach - Shore Enuff

Beautifully furnished condo

Beautifully furnished condo
Bradenton
9.8 out of 10, Exceptional, (155 reviews)
"We would stay there again."
United States
Connie S.
The price is ¥23,837
¥49,715 total
includes taxes & fees
Mar 31 - Apr 1
Beautifully furnished condo

Modern Waterfront Condo ~ Pools & Private Lanai ~ Near Anna Maria Island & IMG

Modern Waterfront Condo ~ Pools & Private Lanai ~ Near Anna Maria Island & IMG
Bradenton
9.8 out of 10, Exceptional, (193 reviews)
"Condo was nicely furnished and clean. In a quiet and pleasant community with great ammenities. Very convenient to groceries, restauranrs, and other needs. Easy drive to Anna Maria Island's amazing beaches."
United States
Ann P.
Modern Waterfront Condo ~ Pools & Private Lanai ~ Near Anna Maria Island & IMG

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (92 reviews)
"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. "
United States
Jessie
The price is ¥32,029
¥62,978 total
includes taxes & fees
Mar 16 - Mar 17
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (253 reviews)
"Very nice place and helpful host "
United States
K M.
The price is ¥35,501
¥63,262 total
includes taxes & fees
Apr 5 - Apr 6
Anna Maria Sunsets - studio

Gorgeous Bayview Residence on Captiva Island

Gorgeous Bayview Residence on Captiva Island
Captiva
9.6 out of 10, Exceptional, (22 reviews)
"Well kept condo."
United States
Joseph S.
The price is ¥55,223
¥131,671 total
includes taxes & fees
Apr 4 - Apr 5
Gorgeous Bayview Residence on Captiva Island

Stylish Retreat on Private Crescent Beach

Stylish Retreat on Private Crescent Beach
Siesta Key
10.0 out of 10, Exceptional, (103 reviews)
"Great place to stay close to the beach. "
United States
Elizabeth G.
Stylish Retreat on Private Crescent Beach
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
3,268
Accommodation
349 Condo Rentals
Lowest Price
¥53,103
Highest Price
¥249,697

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from ¥53,103 to ¥249,697 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 9.2. 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 ¥53,103 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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