Search Condo Rentals in Southwest Florida

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Condo Rentals in Southwest Florida

Front of property - evening/night
Captiva Beach Resort

Captiva Beach Resort

3.0 star property
South Village
9.0 out of 10, Wonderful, (1171)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
Captiva Beach Resort
Property grounds
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is AED 304
AED 1,993 total
includes taxes & fees
3 Dec - 4 Dec
Chadwick Cove Resort & Marina
On the beach, white sand
A Beach Retreat

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (576)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
A Beach Retreat
Terrace/patio
Venice Beach Villas

Venice Beach Villas

3.0 star property
Venice Island
9.4 out of 10, Exceptional, (466)
"Always enjoy my stay here as it is close to everything. Friendly and helpful staff."
United States
Alicia
Venice Beach Villas
Outdoor pool
Alamanda Villas

Alamanda Villas

3.5 star property
Holmes Beach
10.0 out of 10, Exceptional, (3)
"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 AED 824
AED 1,668 total
includes taxes & fees
3 Dec - 4 Dec
Alamanda Villas
Terrace/patio
Waterfront Condo with Pool & Boat Slip

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 AED 299
AED 1,231 total
includes taxes & fees
3 Dec - 4 Dec
Waterfront Condo with Pool & Boat Slip
Outdoor pool, a heated pool, sun loungers
Resort Harbour Properties

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
Beach
Lovely Waterfront Retreat: Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches.

Lovely Waterfront Retreat: Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches.

Bradenton
10.0 out of 10, Exceptional, (117)
"We enjoyed our stay. Host is nice and respond quickly. "
Canada
Sonia S.
Lovely Waterfront Retreat: Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches.
Exterior detail
Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath

Bayou Oaks
9.2 out of 10, Wonderful, (39)
"Excellent place to stay"
United States
garry s.
The price is AED 206
AED 451 total
includes taxes & fees
16 Dec - 17 Dec
Riverside Oasis 1Bed/1Bath
Terrace/patio
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, (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 AED 298
AED 1,034 total
includes taxes & fees
15 Dec - 16 Dec
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Dining
Beachfront Studio – Cabana #5B 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 AED 558
AED 753 total
includes taxes & fees
20 Dec - 21 Dec
Beachfront Studio – Cabana #5B by RVA
Exterior
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches

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.
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Beach nearby
*Charming 2bed 2 bath 6 mins from IMG*

*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.
*Charming 2bed 2 bath 6 mins from IMG*
A heated pool
Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat

Longboat Key
9.2 out of 10, Wonderful, (71)
"Great location "
United Kingdom
Lawrence M.
The price is AED 621
AED 1,291 total
includes taxes & fees
8 Dec - 9 Dec
Relax at Gulf – Silver Sands Resort #232, Longboat
Fridge, microwave, oven, stovetop
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, (76)
"Adorable condo! Very clean, great location. "
United States
Jessyka B.
The price is AED 455
AED 1,573 total
includes taxes & fees
15 Dec - 16 Dec
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
Property grounds
1BR Beach Getaway – Silver Sands #254 by RVA

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 AED 672
AED 1,360 total
includes taxes & fees
3 Dec - 4 Dec
1BR Beach Getaway – Silver Sands #254 by RVA
Beach
Superb Waterfront Retreat: Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches.

Superb Waterfront Retreat: Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches.

Bradenton
9.8 out of 10, Exceptional, (113)
"I stayed 1 night with 2 of my friends and honestlyEverything was amazing, place was super clean, the host was super quick to answer my questions and I would for sure booked again."
United States
Jenifer M.
The price is AED 406
AED 1,189 total
includes taxes & fees
6 Dec - 7 Dec
Superb Waterfront Retreat: Pools~Private Lanai~Fast WiFi! Near IMG~AMI~Beaches.
Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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 AED 312
AED 1,246 total
includes taxes & fees
7 Dec - 8 Dec
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Interior
The Sapphire Suite 1Bed/1Bath

The Sapphire Suite 1Bed/1Bath

Indian Beach Sapphire Shores
9.8 out of 10, Exceptional, (85)
"We loved our stay here, it was a perfect location with lots to do within even walking distance! "
United States
Austin S.
The Sapphire Suite 1Bed/1Bath
Interior
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, (88)
"It was so great loved everything in the home"
United States
TERRY C.
The price is AED 606
AED 1,432 total
includes taxes & fees
9 Dec - 10 Dec
Best views of the beach from your balcony Unit 301
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Florida Hotel Reviews

DiamondHead Beach Resort

DiamondHead Beach Resort

10/10 Excellent
"Suite was large, well-appointed and spotless with a comfortable bed and beautiful view from the balcony. The kitchenette had refrigerator, dishwasher and microwave as well as dishes and utensils. Coste Island Cuisine and Cabanas had good food and live music."
Lyn 2-night trip
Posted 1 day ago
DiamondHead Beach Resort

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from AED 451 to AED 1,993 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 393 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.

Explore a world of travel with Expedia