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Condo Rentals in Southwest Florida

Captiva Beach Resort

3.0 star property
South Village
9.0 out of 10, Wonderful, (1163)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (574)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
A Beach Retreat

Alamanda Villas

3.5 star property
Holmes Beach
10.0 out of 10, Exceptional, (2)
"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
The price is ¥35,761
¥71,813 total
includes taxes & fees
Nov 29 - Nov 30
Alamanda Villas

Resort Harbour Properties

3.5 star property
Punta Rassa
9.6 out of 10, Exceptional, (361)
"10/10 would stay there again"
United States
Kristie
Resort Harbour Properties

Waterfront Condo with Pool & Boat Slip

Caloosahatchee
9.8 out of 10, Exceptional, (32)
"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.
The price is ¥12,883
¥52,059 total
includes taxes & fees
Dec 1 - Dec 2
Waterfront Condo with Pool & Boat Slip

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
The price is ¥12,649
¥44,907 total
includes taxes & fees
Nov 28 - Nov 29
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
9.2 out of 10, Wonderful, (56)
"We absolutely enjoyed staying here and will be back. "
United States
Allie S.
The price is ¥13,334
¥53,217 total
includes taxes & fees
Dec 1 - Dec 2
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Riverside Oasis 1Bed/1Bath

Bayou Oaks
9.2 out of 10, Wonderful, (39)
"Excellent place to stay"
United States
garry s.
The price is ¥8,000
¥18,382 total
includes taxes & fees
Dec 2 - Dec 3
Riverside Oasis 1Bed/1Bath

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
8.6 out of 10, Excellent, (38)
"Very close to the beach and restaurants!"
United States
Danay G.
The price is ¥13,274
¥49,141 total
includes taxes & fees
Dec 1 - Dec 2
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

1BR Beach Getaway – Silver Sands #254 by RVA

Longboat Key
9.2 out of 10, Wonderful, (90)
"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: We took our grandkids to Silver Sands we had a wonderful time very nice place clean we had a room with view of pool and beach. We hope to return next year."
United States
Valerie A.
The price is ¥28,421
¥58,091 total
includes taxes & fees
Dec 3 - Dec 4
1BR Beach Getaway – Silver Sands #254 by RVA

*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.
The price is ¥18,583
¥56,399 total
includes taxes & fees
Nov 27 - Nov 28
*Charming 2bed 2 bath 6 mins from IMG*

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, (76)
"Me and my daughter stayed a weekend, and we shocked by the amazing hospitality Royal Palm had to offer! We certainly would’ve been a little lost had it not been for the magazine that told us of all the beaches open. Overall a great time, and memorable get away."
United States
Beatriz G.
The price is ¥19,979
¥67,572 total
includes taxes & fees
Dec 15 - Dec 16
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)

Lavish Waterfront Condo! Two Pools~Lanai~WiFi. Near IMG~Beaches~AMI~Restaurants.

Bradenton
10.0 out of 10, Exceptional, (117)
"We enjoyed our stay. Host is nice and respond quickly. "
Canada
Sonia S.
The price is ¥17,256
¥50,240 total
includes taxes & fees
Nov 30 - Dec 1
Lavish Waterfront Condo! Two Pools~Lanai~WiFi. Near IMG~Beaches~AMI~Restaurants.

Silver Sands 1BR – Gulfside Comfort #255 by RVA

Longboat Key
9.0 out of 10, Wonderful, (83)
"First time staying in this area and really enjoyed the property. Would definitely stay again!"
United States
Michelle F.
The price is ¥29,514
¥59,088 total
includes taxes & fees
Nov 27 - Nov 28
Silver Sands 1BR – Gulfside Comfort #255 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.
The price is ¥23,580
¥48,708 total
includes taxes & fees
Dec 20 - Dec 21
Beachfront Studio – Cabana #5B by RVA

Direct Oceanview on LBK: Open Sat - Tues, $225/nt!

Longboat Key
10.0 out of 10, Exceptional, (115)
"Outstanding location with incredible views. Nice small complex. "
United States
Tom M.
The price is ¥35,296
¥66,599 total
includes taxes & fees
Nov 29 - Nov 30
Direct Oceanview on LBK: Open Sat - Tues, $225/nt!

Lovers Key Resort 803 Stunning views of Estero Bay

Fort Myers Beach
10.0 out of 10, Exceptional, (50)
"Well appointed condo with beautiful views, perfect relaxing stay! "
United States
Jaclyn S.
The price is ¥26,825
¥56,999 total
includes taxes & fees
Nov 28 - Nov 29
Lovers Key Resort 803 Stunning views of Estero Bay

Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Bradenton
9.8 out of 10, Exceptional, (60)
"It was clean, comfy and ideal locarion. Close to beaches AMI and the pool was great. "
United States
Marge G.
The price is ¥20,941
¥59,285 total
includes taxes & fees
Dec 16 - Dec 17
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

Best views of the beach from your balcony Unit 301

Longboat Key
9.8 out of 10, Exceptional, (88)
"It was so great loved everything in the home"
United States
TERRY C.
The price is ¥25,766
¥61,019 total
includes taxes & fees
Dec 9 - Dec 10
Best views of the beach from your balcony Unit 301

Beautiful 2BR Condo! Heated Pools~WiFi. Near IMG Academy~Beaches~AMI~Restaurants

Bradenton
9.8 out of 10, Exceptional, (147)
"Great location, clean, everything we needed for a low key beach vacation!"
United States
Stephanie H.
The price is ¥17,256
¥49,459 total
includes taxes & fees
Dec 8 - Dec 9
Beautiful 2BR Condo! Heated Pools~WiFi. Near IMG Academy~Beaches~AMI~Restaurants
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

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
3,000
Accommodation
349 Condo Rentals
Lowest Price
¥18,382
Highest Price
¥71,813

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from ¥18,382 to ¥71,813 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 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 ¥18,382 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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