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Check prices for these dates

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

Our top choices for Southwest Florida condo rentals

Exterior

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,197 reviews)
"The front desk staff was professional and friendly. "
United States
Agnieszka
The price is ￥36,804
￥44,254 total
includes taxes & fees
Feb 10 - Feb 11
Captiva Beach Resort
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 ￥28,206
￥102,339 total
includes taxes & fees
Feb 15 - Feb 16
Chadwick Cove Resort & Marina
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 ￥38,362
￥75,299 total
includes taxes & fees
Feb 10 - Feb 11
Alamanda Villas
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, (596 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
Property grounds

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Manasota Key
9.8 out of 10, Exceptional, (30 reviews)
"We had a great time and a comfortable stay."
United States
Deb J.
The price is ￥25,312
￥62,340 total
includes taxes & fees
Feb 10 - Feb 11
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
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 ￥13,442
￥46,472 total
includes taxes & fees
Feb 15 - Feb 16
SUNSHINE GETAWAY VACATION RENTALS
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 ￥22,640
￥48,342 total
includes taxes & fees
Feb 17 - Feb 18
Oceanfront Bliss–Longboat Key Beach 106 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 ￥11,005
￥21,798 total
includes taxes & fees
Mar 3 - Mar 4
Riverside Oasis 1Bed/1Bath
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.
Beachfront Studio – Cabana #5B by RVA
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, (70 reviews)
"We had an amazing stay! The pictures of the condo do not do it justice. The condo was clean and comfortable. There was plenty of space to keep everyone happy. The only downfall ( and not one that would keep us from returning ) is the parking. We drive a Tahoe and were unable to fit it in the assigned parking spot due to the pillars and actual property size. However they have a solution as there is an overflow lot they allow you to park in that is walkable! Don’t let this detour you as the condo...
United States
JENNA
The price is ￥26,413
￥61,813 total
includes taxes & fees
Feb 10 - Feb 11
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Property grounds

Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.0 out of 10, Wonderful, (238 reviews)
"Perfect location. The place was very clean and comfortable "
United States
monique
Anna Maria Sunsets - studio
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
Direct Oceanview on LBK!
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 ￥32,073
￥61,843 total
includes taxes & fees
Feb 15 - Feb 16
1BR Beach Getaway – Silver Sands #254 by RVA
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 ￥27,774
￥76,217 total
includes taxes & fees
Feb 25 - Feb 26
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
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, (159 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 ￥36,082
￥65,040 total
includes taxes & fees
Feb 21 - Feb 22
Villa-style condo with pool and beach access - Condo 8
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 ￥27,514
￥62,613 total
includes taxes & fees
Feb 18 - Feb 19
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
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, (9 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 ￥37,528
￥68,470 total
includes taxes & fees
Mar 10 - Mar 11
Casa Playa #205- Toes in the Sand - Pet Friendly
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 reviews)
"Cool place. Everything just as mentioned. Kids had a blast at pool and place was super clean"
United States
Jason G.
The price is ￥28,614
￥70,455 total
includes taxes & fees
Feb 10 - Feb 11
*Charming 2bed 2 bath 6 mins from IMG*
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, (44 reviews)
"Everything was very clean, great location, perfect for a couple and enjoyed the pool area too"
United States
Dirk T
The price is ￥15,565
￥38,635 total
includes taxes & fees
Feb 10 - Feb 11
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
Beach nearby

Seaside Escape – Beach Castle #24 by RVA

Seaside Escape – Beach Castle #24 by RVA
Longboat Key
9.2 out of 10, Wonderful, (45 reviews)
"Loved staying here"
United States
James
The price is ￥35,846
￥62,627 total
includes taxes & fees
Feb 21 - Feb 22
Seaside Escape – Beach Castle #24 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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"Clean rooms, extensive number of places to eat and beautiful views "
Hugo 2-night trip
Posted 1 day ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
3,005
Accommodation
349 Condo Rentals
Lowest Price
￥21,798
Highest Price
￥102,339

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from ￥21,798 to ￥102,339 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 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 ￥21,798 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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