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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

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
$298 nightly
The price is $337
May 18 - May 19
Total with taxes and fees
Cedar Run Resort - Roam Hospitality
Lobby

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (479 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
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
$538 nightly
The price is $579
May 18 - May 19
Total with taxes and fees
Chadwick Cove Resort & Marina
Front of property - evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,252 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
$223 nightly
The price is $249
May 20 - May 21
Total with taxes and fees
Captiva Beach Resort
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, (20 reviews)
"Great location perfect room for 2 people. "
United States
Macey
$295 nightly
The price is $329
May 18 - May 19
Total with taxes and fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
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.
$263 nightly
The price is $290
May 18 - May 19
Total with taxes and fees
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
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 18 - May 19
Total with taxes and fees
A Beach Retreat
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.
$369 nightly
The price is $407
Jun 6 - Jun 7
Total with taxes and fees
Best views of the beach from your balcony Unit 301
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.
$270 nightly
The price is $300
May 25 - May 26
Total with taxes and fees
Beautiful 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, (120 reviews)
"Perfect spot and host "
United States
Dee B.
$272 nightly
The price is $303
Jun 1 - Jun 2
Total with taxes and fees
Stunning Condo · Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
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.
$315 nightly
The price is $351
May 18 - May 19
Total with taxes and fees
Silver Sands Serenity – Unit 234 by RVA
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
$317 nightly
The price is $354
May 20 - May 21
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
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.
$265 nightly
The price is $295
May 24 - May 25
Total with taxes and fees
Lavish 2BR Condo! Two Pools & Hot Tubs · IMG 5 Mins · Anna Maria Island 15 Mins
TV

Casa Azul By the River

Casa Azul By the River
Bayou Oaks
9.6 out of 10, Exceptional, (77 reviews)
"Wonderful stay! Would definitely book again if in the Sarasota area."
United States
Jessica
$178 nightly
The price is $199
May 31 - Jun 1
Total with taxes and fees
Casa Azul By the River
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
$275 nightly
The price is $307
Jun 4 - Jun 5
Total with taxes and fees
Beachfront Studio – Cabana #5B by RVA
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
$443 nightly
The price is $479
May 31 - Jun 1
Total with taxes and fees
Alamanda Villas
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, (83 reviews)
"Nice condo and location!"
United States
Jeff
$361 nightly
The price is $391
May 20 - May 21
Total with taxes and fees
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
On the beach, beach umbrellas

Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (77 reviews)
"The host staff were very helpful."
United States
Ann S.
$371 nightly
The price is $414
May 18 - May 19
Total with taxes and fees
Gulf Views – Silver Sands #250, Longboat Key by RVA
On the beach

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (98 reviews)
"Steps away from the beach. Clean place with Murphy Bed, but they had a foam topper in the closet. Nice chairs and umbrellas with nice beach and pool. Would stay again"
United States
Anonymous traveler
$301 nightly
The price is $336
May 24 - May 25
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
On the beach, sun loungers, beach towels

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (85 reviews)
"Beautiful condo!! The owner was very responsive and attentive. We will definitely recommend this place to anyone!"
United States
Kay C.
$393 nightly
The price is $435
May 18 - May 19
Total with taxes and fees
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
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

Sanibel Island Beach Resort

Sanibel Island Beach Resort

10/10 Excellent
"The property was very well maintained. The rooms were nicely decorated and very clean. Although we didn't eat at the pool bar/restaurant, it was nice having the convenience right there on the property."
Harry 3-night trip
Posted 1 hour ago
Sanibel Island Beach Resort

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
2,950
Accommodation
380 Condo Rentals
Lowest Price
$150
Highest Price
$579

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from $150 to $579 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 $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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