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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Southwest Florida condo rentals

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, (587 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (15 reviews)
"Great place and location "
United States
Cathy
The price is SAR 600
SAR 2,359 total
includes taxes & fees
31 Jan - 1 Feb
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, (1,191 reviews)
"Excellent place and location, "
United States
Richard
The price is SAR 878
SAR 1,056 total
includes taxes & fees
27 Jan - 28 Jan
Captiva Beach Resort
Fridge, microwave, oven, stovetop

Beach Condo with Pool Near Holmes Beach!

Beach Condo with Pool Near Holmes Beach!
Holmes Beach
9.2 out of 10, Wonderful, (36 reviews)
"Lived the location so close to the beach and really enjoyed having the pool close by "
United States
nicki h.
The price is SAR 624
SAR 2,092 total
includes taxes & fees
30 Jan - 31 Jan
Beach Condo with Pool Near Holmes Beach!
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, (31 reviews)
"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 SAR 304
SAR 1,056 total
includes taxes & fees
28 Jan - 29 Jan
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Terrace/patio

Gulf Access Condo Heated Pool & Dock

Gulf Access Condo Heated Pool & Dock
Caloosahatchee
10.0 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay. "
United States
Karen B.
Gulf Access Condo Heated Pool & Dock
Exterior

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.4 out of 10, Exceptional, (6 reviews)
"I loved the location, for a couple the place is wonderful, I would only request, 2 nice beach chairs and an umbrella. Great communication, clean, we will come back for sure. "
United States
Lourdes
The price is SAR 816
SAR 1,670 total
includes taxes & fees
27 Jan - 28 Jan
Alamanda Villas
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, (84 reviews)
"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: Beautiful rental, nice and clean, close to the beach and very peaceful. Will be back."
United States
Anonymous traveler
Silver Sands 1BR – Gulfside Comfort #255 by RVA
Property grounds

Stunning Waterfront Condo: Pools~Private Lanai~WiFi! By IMG~Beaches~Restaurants.

Stunning Waterfront Condo: Pools~Private Lanai~WiFi! By IMG~Beaches~Restaurants.
Bradenton
9.8 out of 10, Exceptional, (115 reviews)
"Enjoyed our stay, we will return for future fun in AMI"
United States
Karen J.
Stunning Waterfront Condo: Pools~Private Lanai~WiFi! By IMG~Beaches~Restaurants.
Beach towels, motor boating, fishing

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 reviews)
"Adorable condo! Very clean, great location. "
United States
Jessyka B.
The price is SAR 605
SAR 1,773 total
includes taxes & fees
31 Jan - 1 Feb
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
On the beach

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (74 reviews)
"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: The condo was clean and had all that we needed for our two night stay. Loved it will be back again... just a little walk to the beach and some he pool was very nice as well."
United States
Nancy C.
Newly Renovated 1BR – Cabana Beach #5 RVA
On the beach

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very Good, (73 reviews)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
The price is SAR 791
SAR 1,447 total
includes taxes & fees
25 Feb - 26 Feb
Beachfront Studio – Cabana #5B by RVA
TV

Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath
Bayou Oaks
9.6 out of 10, Exceptional, (72 reviews)
"We enjoyed our stay. Comfortable, neat and tidy. Everything we needed."
United States
Diana C.
The price is SAR 544
SAR 999 total
includes taxes & fees
22 Feb - 23 Feb
Casa Azul 2Bed/1Bath
On the beach, sun loungers, beach towels

Silver Sands 256 on LBK!

Silver Sands 256 on LBK!
Longboat Key
10.0 out of 10, Exceptional, (86 reviews)
"The perfect beach cottage for our wedding anniversary. We had everything we needed including beautiful weather ."
United States
Julie Q.
Silver Sands 256 on LBK!
Beach nearby

POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES

POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
South Village
9.6 out of 10, Exceptional, (43 reviews)
"Everything was very clean, great location, perfect for a couple and enjoyed the pool area too"
United States
Dirk T
The price is SAR 746
SAR 1,386 total
includes taxes & fees
8 Feb - 9 Feb
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
Outdoor dining

Direct Oceanview on LBK: Open Tomorrow, $125/nt + Fees!

Direct Oceanview on LBK: Open Tomorrow, $125/nt + Fees!
Longboat Key
10.0 out of 10, Exceptional, (118 reviews)
"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"
United States
Amy K
The price is SAR 709
SAR 1,428 total
includes taxes & fees
27 Jan - 28 Jan
Direct Oceanview on LBK: Open Tomorrow, $125/nt + Fees!
Property grounds

Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (101 reviews)
"Everything was great"
United States
lillybet h.
Updated bayside condo with heated pool - across the street from the beach
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (76 reviews)
"Perfect for our family."
United States
Kayla c.
Drift & Dune – Longboat Beachfront #101 RVA
Terrace/patio

Venice Island Beach walk 2 beach, Sharkey’s, legacy trail,-2 homes available

Venice Island Beach walk 2 beach, Sharkey’s, legacy trail,-2 homes available
Venice Island
9.8 out of 10, Exceptional, (105 reviews)
"Great location and wonderful accommodations. A gem a few blocks walk to the beach. "
United States
Cindi B.
The price is SAR 598
SAR 1,592 total
includes taxes & fees
30 Jan - 31 Jan
Venice Island Beach walk 2 beach, Sharkey’s, legacy trail,-2 homes available
Beach nearby

Gulf Getaway – Beach Castle #12 by RVA

Gulf Getaway – Beach Castle #12 by RVA
Longboat Key
9.6 out of 10, Exceptional, (39 reviews)
"Lovely place to stay. Beautifully decorated! Beach chairs, umbrellas, and beach tables provided and just a short walk to the beach. Quick response time from the rental company when we had questions. Shopping and restaurants are just a short drive away. Wonderful place to stay. "
United States
Alisa O.
Gulf Getaway – Beach Castle #12 by RVA
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

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"Top notch "
Donna 2-night trip
Posted 1 day ago
Compass Hotel by Margaritaville Anna Maria Sound

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from SAR 999 to SAR 2,359 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.
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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