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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Southwest Florida condo rentals

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Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (480 reviews)
"Clean room, staff was excellent. Close to downtown area and beach, all within walking distance. "
Canada
John
$133 nightly
The price is $150
May 29 - May 30
Total with taxes and fees
Venice Beach Villas
Outdoor pool, pool umbrellas, sun loungers

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
$301 nightly
The price is $340
May 26 - May 27
Total with taxes and fees
Cedar Run Resort - Roam Hospitality
Front of property - evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,256 reviews)
"Nice place for a relaxing time"
United States
Andres Eduardo
$223 nightly
The price is $249
May 21 - May 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
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (633 reviews)
"Love this place"
United States
Marialis
$221 nightly
The price is $249
May 27 - May 28
Total with taxes and fees
A Beach Retreat
Fridge, microwave, oven, stovetop

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, (36 reviews)
"Great place to stay. Clean, nicely decorated and all amenities close by!"
United States
Darrel P.
$262 nightly
The price is $289
May 27 - May 28
Total with taxes and fees
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Sun loungers, beach towels

Beautiful Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins

Beautiful Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
Bradenton
9.8 out of 10, Exceptional, (156 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
$269 nightly
The price is $299
May 25 - May 26
Total with taxes and fees
Beautiful Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"Great place and location "
United States
Cathy
$507 nightly
The price is $544
May 28 - May 29
Total with taxes and fees
Chadwick Cove Resort & Marina
Beach nearby, sun loungers, beach towels

Lavish 2BR Condo! Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins

Lavish 2BR Condo! Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
Bradenton
10.0 out of 10, Exceptional, (128 reviews)
"Great place to stay"
United States
Tawnee H.
$268 nightly
The price is $298
May 24 - May 25
Total with taxes and fees
Lavish 2BR Condo! Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
Beach nearby, beach towels

Stunning Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins

Stunning Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
Bradenton
9.8 out of 10, Exceptional, (122 reviews)
"Perfect spot and host "
United States
Dee B.
$263 nightly
The price is $293
Jun 1 - Jun 2
Total with taxes and fees
Stunning Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
Sun loungers

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (130 reviews)
"Good location and clean unit"
United States
Ronald M.
$341 nightly
The price is $380
Jun 5 - Jun 6
Total with taxes and fees
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Pool

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Bradenton Beach
10.0 out of 10, Exceptional, (21 reviews)
"Great location perfect room for 2 people. "
United States
Macey
$273 nightly
The price is $304
May 21 - May 22
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
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
Bradenton
9.8 out of 10, Exceptional, (95 reviews)
"Very nice accommodations! I would suggest putting a shelf or niche in the master shower! There is only a soap dish with no where to sit shampoo, body wash etc!! Thank you for your kindness!! "
United States
Kimberly
$277 nightly
The price is $309
Jun 7 - Jun 8
Total with taxes and fees
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
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
Anna Maria
9.2 out of 10, Wonderful, (104 reviews)
"Love the condo and the location"
United States
Rachelle F.
$227 nightly
The price is $253
May 21 - May 22
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (80 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
$374 nightly
The price is $416
May 26 - May 27
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA
Property grounds

Lovers Key Resort 803 Stunning views of Estero Bay

Lovers Key Resort 803 Stunning views of Estero Bay
Fort Myers Beach
10.0 out of 10, Exceptional, (58 reviews)
"Enjoyed our stay. Unit was stocked with all the amenities you could possibly ask for. The view was fantastic. The host was very accommodating. Would definitely stay again if ever in the area."
United States
Steve W.
$271 nightly
The price is $299
May 21 - May 22
Total with taxes and fees
Lovers Key Resort 803 Stunning views of Estero Bay
Property grounds

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
Bradenton
9.8 out of 10, Exceptional, (70 reviews)
"Excellent stay. Great place that was nice, clean and quiet. "
United States
David S.
$344 nightly
The price is $384
May 25 - May 26
Total with taxes and fees
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
Exterior

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.2 out of 10, Wonderful, (9 reviews)
"Very clean and the perfect location! Close to the beach, restaurants, and the grocery! We loved the heated pool in February. "
United States
Robert
$463 nightly
The price is $501
May 25 - May 26
Total with taxes and fees
Alamanda Villas
Beach towels

Modern 2BR Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins

Modern 2BR Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
Bradenton
9.8 out of 10, Exceptional, (198 reviews)
"Everything about this condo was great. The location and the amenities. We had an awesome visit to Bradenton. We will definitely reach out when we come back for again. "
United States
janet s.
$258 nightly
The price is $288
Jun 16 - Jun 17
Total with taxes and fees
Modern 2BR Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
Sun loungers, beach towels

Beautifully furnished condo

Beautifully furnished condo
Bradenton
9.8 out of 10, Exceptional, (157 reviews)
"We would stay there again."
United States
Connie S.
$282 nightly
The price is $315
May 26 - May 27
Total with taxes and fees
Beautifully furnished condo
Fridge, microwave, oven, stovetop

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.0 out of 10, Wonderful, (40 reviews)
"Everything was as expected and the location is great."
United States
Thomas T.
$697 nightly
The price is $777
May 25 - May 26
Total with taxes and fees
Beach Condo with Pool Near Holmes 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

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

8/10 Good
"Everything was excellent except for the extra charges for parking and resort fee. I wish did the restaurants. We're open later, people are up to midnight should be able to get food. The other thing is you guys are known as markup island only because everything is so expensive in the hotel Like incidentals"
joseph 5-night trip
Posted 2 hours ago
Hilton Marco Island Beach Resort and Spa

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
3,686
Accommodation
380 Condo Rentals
Lowest Price
$150
Highest Price
$777

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from $150 to $777 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 380 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 $150 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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