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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Southwest Florida condo rentals

Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (16 reviews)
"Great place and location "
United States
Cathy
The price is HK$1,194
HK$4,855 total
includes taxes & fees
15 Feb - 16 Feb
Chadwick Cove Resort & Marina
Premium bedding, pillow-top beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (596 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
Exterior

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,198 reviews)
"The front desk staff was professional and friendly. "
United States
Agnieszka
The price is HK$1,957
HK$2,344 total
includes taxes & fees
12 Feb - 13 Feb
Captiva Beach Resort
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 HK$1,829
HK$3,645 total
includes taxes & fees
12 Feb - 13 Feb
Alamanda Villas
Sun-loungers, beach towels

SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very good, (137 reviews)
"Easy location to get where we needed. Clean and spacious."
United States
Chris N.
The price is HK$668
HK$2,311 total
includes taxes & fees
15 Feb - 16 Feb
SUNSHINE GETAWAY VACATION RENTALS
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 HK$1,180
HK$2,321 total
includes taxes & fees
25 Feb - 26 Feb
Beachfront Studio – Cabana #5B by RVA
On the beach, beach umbrellas

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (91 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: Will stay here again"
United States
Chrissy C.
The price is HK$1,618
HK$3,103 total
includes taxes & fees
15 Feb - 16 Feb
1BR Beach Getaway – Silver Sands #254 by RVA
1 bedroom, desk, iron/ironing board, WiFi

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.2 out of 10, Wonderful, (43 reviews)
"Excellent place to stay"
United States
garry s.
The price is HK$594
HK$1,137 total
includes taxes & fees
4 Mar - 5 Mar
Riverside Oasis 1Bed/1Bath
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, (88 reviews)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
United States
Jessie
The price is HK$964
HK$2,273 total
includes taxes & fees
12 Feb - 13 Feb
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A heated pool

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.6 out of 10, Excellent, (39 reviews)
"Just as described. Great location. Super cute space. Nice pool and perfect beach access!"
United States
Nicole M.
The price is HK$1,243
HK$2,878 total
includes taxes & fees
16 Feb - 17 Feb
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Sun-loungers

Villa-style condo with pool and beach access - Condo 8

Villa-style condo with pool and beach access - Condo 8
Holmes Beach
9.4 out of 10, Exceptional, (160 reviews)
"We really enjoyed our stay. The facility was very clean. Location is great. Owner was great to work with. "
United States
Carl M.
The price is HK$1,794
HK$3,234 total
includes taxes & fees
21 Feb - 22 Feb
Villa-style condo with pool and beach access - Condo 8
A heated pool

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
9.2 out of 10, Wonderful, (60 reviews)
"We appreciated that the property was pet friendly and such a cozy place for our party of four. Property was clean and a pleasant stay. "
United States
Cindy
The price is HK$1,141
HK$3,013 total
includes taxes & fees
18 Feb - 19 Feb
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Sun-loungers

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (135 reviews)
"Only went to pool 1 day as spent most of the time at the beach its a nice area with lots to do and lots of nice walks and great beaches "
United Kingdom
David C.
The price is HK$1,368
HK$3,128 total
includes taxes & fees
24 Feb - 25 Feb
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Outdoor dining

Direct Oceanview on LBK!

Direct Oceanview on LBK!
Longboat Key
10.0 out of 10, Exceptional, (119 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 HK$2,345
HK$4,060 total
includes taxes & fees
5 Mar - 6 Mar
Direct Oceanview on LBK!
Terrace/patio

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
9.8 out of 10, Exceptional, (35 reviews)
"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 HK$1,385
HK$3,419 total
includes taxes & fees
14 Mar - 15 Mar
Waterfront Condo with Pool & Boat Slip
Blackout curtains, iron/ironing board, free WiFi

Villa Del Mar 402

Villa Del Mar 402
3.0 star property
Mid Island
The price is HK$3,908
HK$6,858 total
includes taxes & fees
1 Mar - 2 Mar
Villa Del Mar 402
On the beach

Casa Playa #205- Toes in the Sand - Pet Friendly

Casa Playa #205- Toes in the Sand - Pet Friendly
Fort Myers Beach
10.0 out of 10, Exceptional, (10 reviews)
"My husband and I had an amazing time! It was fully equipped with everything we would need. "
United States
Kara B.
The price is HK$1,875
HK$3,422 total
includes taxes & fees
10 Mar - 11 Mar
Casa Playa #205- Toes in the Sand - Pet Friendly
Sun-loungers

Charming Longboat Key Bungalow with beach access minutes away…

Charming Longboat Key Bungalow with beach access minutes away…
Longboat Key
9.6 out of 10, Exceptional, (14 reviews)
"Enjoyed our stay in this quiet little place with close access to restaurants and just a few minutes from Bradenton. Would come back!"
United States
Todd B.
The price is HK$1,681
HK$3,871 total
includes taxes & fees
18 Feb - 19 Feb
Charming Longboat Key Bungalow with beach access minutes away…
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, (77 reviews)
"Adorable condo! Very clean, great location. "
United States
Jessyka B.
The price is HK$1,722
HK$4,308 total
includes taxes & fees
2 Mar - 3 Mar
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.
The price is HK$1,962
HK$3,640 total
includes taxes & fees
10 Mar - 11 Mar
Newly Renovated 1BR – Cabana Beach #5 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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"everything from staff to room was great. Clean. Breakfast could have more choices."
John 1-night trip
Posted 3 days ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
2,708
Accommodation
349 Condo Rentals
Lowest Price
HK$1,137
Highest Price
HK$4,855

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from HK$1,137 to HK$4,855 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. Organising 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 HK$1,137 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 Theatre and David A. Straz Jr. Centre 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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