Search and Rent Southwest Florida Condos

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Our top choices for Southwest Florida condo rentals

Front of property - evening/night
Captiva Beach Resort

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
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated
A Beach Retreat

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
Exterior
Alamanda Villas

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 20 - Dec 21
Total with taxes and fees
Alamanda Villas
On the beach
Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very Good, (73)
"Wonderful spot. Highly recommend. "
United States
Regina T.
$243 nightly
The price is $271
Dec 20 - Dec 21
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
Terrace/patio
Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
9.8 out of 10, Exceptional, (33)
"What a fabulous place!! Was surprised about the homey feel! Neighbors were wonderful and everyone was welcoming!! Can't wait to go back!!"
United States
Sherry V.
$306 nightly
The price is $337
Dec 20 - Dec 21
Total with taxes and fees
Waterfront Condo with Pool & Boat Slip
Property grounds
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

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.
$301 nightly
The price is $336
Jan 3 - Jan 4, 2026
Total with taxes and fees
Lovely Waterfront Condo: Two Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches
Fridge, microwave, oven, stovetop
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

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
$261 nightly
The price is $288
Dec 26 - Dec 27
Total with taxes and fees
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
On the beach
Newly Renovated Jamaica Royale Unit, Heated Pools

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
Fridge, microwave, oven, stovetop
Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.2 out of 10, Wonderful, (32)
"The property looked newly renovated. Super cute and clean, and it was right on the beach which was nice. The management was very responsive to questions! I would definitely stay here again. "
United States
Britt
$683 nightly
The price is $762
Dec 24 - Dec 25
Total with taxes and fees
Beach Condo with Pool Near Holmes Beach!
TV
Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath
Bayou Oaks
9.6 out of 10, Exceptional, (69)
"Perfect accomodarions. "
United States
Anonymous traveler
Casa Azul 2Bed/1Bath
Property grounds
Superb Waterfront Condo: Heated Pools~Lanai~WiFi! By IMG~AMI~Beaches~Restaurants

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, (113)
"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
Property grounds
Updated bayside condo with heated pool - across the street from the beach

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, (99)
"Very comfortable and modern, great location across the street from bay side beach, a block to restaurant/coffee/ice cream"
United States
Jeffrey B.
Updated bayside condo with heated pool - across the street from the beach
Beach nearby, sun loungers, beach towels
Charming Marco Island Beach Condo-Beach Access-JW Alternative

Charming Marco Island Beach Condo-Beach Access-JW Alternative

Charming Marco Island Beach Condo-Beach Access-JW Alternative
South End
9.8 out of 10, Exceptional, (238)
"Nice area "
United States
Gianna
$477 nightly
The price is $525
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Marco Island Beach Condo-Beach Access-JW Alternative
Beach
Beautiful 2BR Condo: Heated Pools~Fast WiFi. Near IMG~Beaches~AMI~Restaurants.

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.
On the beach
Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (71)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The condo was clean and had all that we needed for our two night stay. Loved it will be back again... just a little walk to the beach and some he pool was very nice as well."
United States
Nancy C.
$305 nightly
The price is $340
Dec 20 - Dec 21
Total with taxes and fees
Newly Renovated 1BR – Cabana Beach #5 RVA
Beach nearby
*Charming 2bed 2 bath 6 mins from IMG*

*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.
$369 nightly
The price is $407
Dec 20 - Dec 21
Total with taxes and fees
*Charming 2bed 2 bath 6 mins from IMG*
On the beach
Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (74)
"Perfect for our family."
United States
Kayla c.
Drift & Dune – Longboat Beachfront #101 RVA
A heated pool
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.6 out of 10, Excellent, (39)
"Very close to the beach and restaurants!"
United States
Danay G.
$337 nightly
The price is $376
Dec 20 - Dec 21
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Sun loungers, beach towels
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Bradenton
9.8 out of 10, Exceptional, (91)
"Excellent condo. Very clean and well equipped."
United Kingdom
john l.
$222 nightly
The price is $248
Dec 21 - Dec 22
Total with taxes and fees
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Smart TV
Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (108)
"Gorgeous view and comfortable interior. Great beach access and good pool. "
United States
Tanya M.
$378 nightly
The price is $416
Dec 22 - Dec 23
Total with taxes and fees
Sunset and beach view from your balcony Unit 403
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

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Excellent stay! the hotel was lovely! The room spotless and the staff courteous and extremely pleasant and helpful! Will definitely stay there again when i come to town!"
David 4-night trip
Posted 9 hours ago
Kompose Boutique Hotel

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
2,927
Accommodation
349 Condo Rentals
Lowest Price
$187
Highest Price
$762

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from $187 to $762 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 9.3. 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 $187 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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