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Check prices for these dates

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

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
The price is AED 558
AED 1,307 total
includes taxes & fees
13 May - 14 May
Cedar Run Resort - Roam Hospitality
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
The price is AED 406
AED 2,107 total
includes taxes & fees
14 May - 15 May
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, (1,250 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
The price is AED 659
AED 806 total
includes taxes & fees
12 May - 13 May
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, (631 reviews)
"Love this place"
United States
Marialis
The price is AED 729
AED 824 total
includes taxes & fees
18 May - 19 May
A Beach Retreat
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.
The price is AED 678
AED 2,176 total
includes taxes & fees
12 May - 13 May
Beach Condo with Pool Near Holmes 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.
The price is AED 525
AED 1,280 total
includes taxes & fees
13 May - 14 May
Drift & Dune – Longboat Beachfront #101 RVA
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
The price is AED 628
AED 1,292 total
includes taxes & fees
18 May - 19 May
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
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
The price is AED 887
AED 1,748 total
includes taxes & fees
14 May - 15 May
Alamanda Villas
Beach nearby, beach towels

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (120 reviews)
"Perfect spot and host "
United States
Dee B.
The price is AED 419
AED 1,110 total
includes taxes & fees
1 Jun - 2 Jun
Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
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)
"Beautiful sunset view. "
United States
Rhonda V.
The price is AED 533
AED 1,174 total
includes taxes & fees
16 May - 17 May
Oceanfront Bliss–Longboat Key Beach 106 by 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, (89 reviews)
"Everything was great "
United States
kirt v.
The price is AED 675
AED 1,528 total
includes taxes & fees
29 May - 30 May
Best views of the beach from your balcony Unit 301
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.
The price is AED 493
AED 1,424 total
includes taxes & fees
15 May - 16 May
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & 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
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.
The price is AED 298
AED 1,064 total
includes taxes & fees
16 May - 17 May
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Sun loungers, beach towels

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

Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (156 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
The price is AED 413
AED 1,103 total
includes taxes & fees
25 May - 26 May
Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs
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, (83 reviews)
"Beautiful condo!! The owner was very responsive and attentive. We will definitely recommend this place to anyone!"
United States
Kay C.
The price is AED 654
AED 1,504 total
includes taxes & fees
13 May - 14 May
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Beach nearby, sun loungers, beach towels

Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs

Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs
Bradenton
10.0 out of 10, Exceptional, (128 reviews)
"Great place to stay"
United States
Tawnee H.
The price is AED 413
AED 1,111 total
includes taxes & fees
24 May - 25 May
Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs
Beach nearby, sun loungers, beach towels, snorkeling

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Sarasota
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful location Perfect for what we wanted in a quick escape. "
United States
Antonio
The price is AED 747
AED 2,160 total
includes taxes & fees
25 May - 26 May
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Outdoor dining

Island Time: Open Wednesday, $199/nt + Fees!

Island Time: Open Wednesday, $199/nt + Fees!
Longboat Key
10.0 out of 10, Exceptional, (125 reviews)
"Great host! Amazing location. Loved the beach access and views! Highly recommended "
United States
Bonnie N.
The price is AED 826
AED 1,548 total
includes taxes & fees
13 May - 14 May
Island Time: Open Wednesday, $199/nt + Fees!
On the beach, beach umbrellas

Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (87 reviews)
"Location #1. Clean #2"
United States
Eric C.
The price is AED 691
AED 1,393 total
includes taxes & fees
19 May - 20 May
Silver Sands 1BR – Gulfside Comfort #255 by RVA
On the beach

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.4 out of 10, Very Good, (19 reviews)
"A perfect place that had spectacular access to the beach, a quiet setting for a wonderful stay. Room was excellent and had all we needed while we were there. We definitely looking forward to staying again next year. Kudos "
United States
Thomas
The price is AED 735
AED 1,305 total
includes taxes & fees
12 May - 13 May
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
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

Carlisle Inn

Carlisle Inn

10/10 Excellent
"All good, Beautifull and clean place"
Eugenia 2-night trip
Posted 1 hour ago
Carlisle Inn

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from AED 806 to AED 2,176 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 400 condos on offer. Enter your dates and destination and start planning your dream getaway today.
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.

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