Search and Rent Southwest Florida Condos

Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Southwest Florida condo rentals

Outdoor pool, pool umbrellas, sun loungers

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Every room is very well equipped, I had to communicate with the host for some issues and it was really easy and helpful, I would recommend this place!"
United States
Liz
$301 nightly
The price is $340
May 31 - Jun 1
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, (1,260 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
$235 nightly
The price is $263
Jun 1 - Jun 2
Total with taxes and fees
Captiva Beach Resort
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
$545 nightly
The price is $586
Jun 4 - Jun 5
Total with taxes and fees
Chadwick Cove Resort & Marina
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, (637 reviews)
"Best vacation"
United States
Lidiia
$226 nightly
The price is $255
May 31 - Jun 1
Total with taxes and fees
A Beach Retreat
Lobby

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (481 reviews)
"One of the best places I have stayed…will definitely be my go to when visiting Venice again! "
United States
Melinda
$175 nightly
The price is $197
Jun 5 - Jun 6
Total with taxes and fees
Venice Beach Villas
On the beach, beach umbrellas

Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (30 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
$314 nightly
The price is $350
Jun 4 - Jun 5
Total with taxes and fees
Silver Sands Serenity – Unit 234 by RVA
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, (37 reviews)
"Great place to stay. Clean, nicely decorated and all amenities close by!"
United States
Darrel P.
$260 nightly
The price is $287
Jun 10 - Jun 11
Total with taxes and fees
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Beach nearby, beach towels

2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches

2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches
Bradenton
9.8 out of 10, Exceptional, (122 reviews)
"Perfect spot and host "
United States
Dee B.
$272 nightly
The price is $303
Jun 1 - Jun 2
Total with taxes and fees
2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches
On the beach, beach umbrellas

Oceanfront 1BR – Silver Sands #257 by RVA

Oceanfront 1BR – Silver Sands #257 by RVA
Longboat Key
8.8 out of 10, Excellent, (48 reviews)
"Blown away at location and amenities! Spent 20 yrs renting on AMI, no more......this is what AMI used to be. Laid back, family oriented. Brittany checked us in and was soo very friendly. Room was great, rented for myself, spouse, and 2 adult children and we had plenty of room. Only thing that was disconcerting was the adjoining room.......we heard EVERYTHING coming from under the door which connects to the bedrooms. We will book again, but stuff towels under that door to help with the noise. "
United States
Kelly
$369 nightly
The price is $411
Jun 3 - Jun 4
Total with taxes and fees
Oceanfront 1BR – Silver Sands #257 by RVA
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (81 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
$330 nightly
The price is $369
Jun 1 - Jun 2
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA
Beach nearby

Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (90 reviews)
"Everything was great "
United States
kirt v.
$377 nightly
The price is $415
Jun 12 - Jun 13
Total with taxes and fees
Best views of the beach from your balcony Unit 301
Shower, hair dryer, towels, soap

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Bradenton Beach
9.6 out of 10, Exceptional, (23 reviews)
"Great location perfect room for 2 people. "
United States
Macey
$352 nightly
The price is $391
Jun 7 - Jun 8
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
On the beach, beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (80 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
$315 nightly
The price is $352
May 31 - Jun 1
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
On the beach

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very Good, (78 reviews)
"The pool was disgusting, dirt and debris on the bottom and top so that was disappointing, while watching TV and sleeping a person actually opened up our porch door then the main door and just walked in and said they had booked the same room and had keys, what kind of place does not keep track of that and I'm not sure what the person was thinking the TV was on and it was up a little so I know they heard it from the outside but to get back to that place for allowing that to happen. He's lucky I...
United States
Joseph
$276 nightly
The price is $308
May 31 - Jun 1
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
Sun loungers, beach towels

2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches

2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches
Bradenton
9.8 out of 10, Exceptional, (156 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
$286 nightly
The price is $319
Jun 6 - Jun 7
Total with taxes and fees
2BR Corner Condo w/ Lanai · Dual Pools & Hot Tubs · IMG Academy · Gulf Beaches
Smart TV

Take a peek awesome reviews 50 feet from sand

Take a peek awesome reviews 50 feet from sand
Longboat Key
10.0 out of 10, Exceptional, (146 reviews)
"A very considerate and available host! The condo was everything we could have wanted. Great location! Will return"
United States
Kathleen R.
$524 nightly
The price is $584
May 31 - Jun 1
Total with taxes and fees
Take a peek awesome reviews 50 feet from sand
Beach towels

Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)

Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
Marco Island
9.6 out of 10, Exceptional, (84 reviews)
"Nice condo and location!"
United States
Jeff
$360 nightly
The price is $390
Jun 16 - Jun 17
Total with taxes and fees
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
Beach nearby, sun loungers, beach towels

Upscale 2BR Condo w/ Lanai · Two Pools & Hot Tubs · IMG Academy · Gulf Beaches

Upscale 2BR Condo w/ Lanai · Two Pools & Hot Tubs · IMG Academy · Gulf Beaches
Bradenton
10.0 out of 10, Exceptional, (130 reviews)
"Lovely spot. Clean and roomy. Host was easy to contact and accommodating. "
United States
April R.
$284 nightly
The price is $317
Jun 13 - Jun 14
Total with taxes and fees
Upscale 2BR Condo w/ Lanai · Two Pools & Hot Tubs · IMG Academy · Gulf Beaches
Beach nearby, sun loungers

Stunning ! J, Partial Side Gulf View, Walk to Beach, Sleeps 4

Stunning ! J, Partial Side Gulf View, Walk to Beach, Sleeps 4
Bonita Springs
9.2 out of 10, Wonderful, (55 reviews)
"Good stay. Would stay there again."
United States
Alvin L.
$245 nightly
The price is $270
May 31 - Jun 1
Total with taxes and fees
Stunning ! J, Partial Side Gulf View, Walk to Beach, Sleeps 4
Outdoor dining

Last Minute Opening: Tomorrow - Thursday, $199/nt + Fees!

Last Minute Opening: Tomorrow - Thursday, $199/nt + Fees!
Longboat Key
10.0 out of 10, Exceptional, (126 reviews)
"Great host! Amazing location. Loved the beach access and views! Highly recommended "
United States
Bonnie N.
$349 nightly
The price is $389
May 31 - Jun 1
Total with taxes and fees
Last Minute Opening: Tomorrow - Thursday, $199/nt + Fees!
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

La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

10/10 Excellent
"It's was a great experience from the first step in the door I was greeted with a warm welcome front desk was very professional I high recommend this particular hotel pool is kinda small but its goes up to six feet they also have a exercise room and breakfast was standard waffle eggs and sausage cereal fruit juice water and coffee I will be stay here again when I return to Naples soon"
Julius 2-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Naples Downtown

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
3,181
Accommodation
380 Condo Rentals
Lowest Price
$197
Highest Price
$586

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from $197 to $586 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 9.4. 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 $197 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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