Search Condo Rentals in Southwest Florida

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Check prices for these dates

Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov
In one month
12 Dec - 14 Dec
In two months
9 Jan - 11 Jan
On the beach, white sand
A Beach Retreat

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (571)
"Perfect location beachfront room"
United States
Suzette
A Beach Retreat
Front of property – evening/night
Captiva Beach Resort

Captiva Beach Resort

3.0 star property
South Village
9.0 out of 10, Wonderful, (1156)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort
Outdoor pool
Alamanda Villas

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 HK$1,780
HK$3,575 total
includes taxes & fees
12 Nov - 13 Nov
Alamanda Villas
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, (29)
"I travel to the area for work and this location worked perfect! Very nice place and the owners communication was great! I already booked for my next trip"
United States
Darren L.
The price is HK$630
HK$2,243 total
includes taxes & fees
14 Nov - 15 Nov
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Terrace/patio
Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip

Caloosahatchee
9.8 out of 10, Exceptional, (31)
"Nice quiet environment. Plenty of seating area outside "
United States
Mason R.
The price is HK$633
HK$2,559 total
includes taxes & fees
15 Nov - 16 Nov
Waterfront Condo with Pool & Boat Slip
Beach
Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants

Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants

Bradenton
10.0 out of 10, Exceptional, (117)
"The condo was beautiful and very spacious. Nice area and very close to the places we wanted to go."
United States
Brenda S.
The price is HK$694
HK$2,291 total
includes taxes & fees
12 Nov - 13 Nov
Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants
Exterior detail
Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath

Bayou Oaks
9.6 out of 10, Exceptional, (68)
"It was a nice quiet, secluded area with extra amenities. Liked how it had coffee, seasoning and more. Perfect weekend!"
United States
Michele P.
The price is HK$700
HK$1,517 total
includes taxes & fees
16 Nov - 17 Nov
Casa Azul 2Bed/1Bath
Outdoor pool, a heated pool, pool loungers
Resort Harbour Properties

Resort Harbour Properties

3.5 star property
Punta Rassa
9.6 out of 10, Exceptional, (361)
"Pool was beautiful. Beach was disappointing."
United States
Linda
Resort Harbour Properties
Sun-loungers, beach towels
Beautifully furnished condo

Beautifully furnished condo

Bradenton
9.8 out of 10, Exceptional, (144)
"The condo was great and very clean. "
United States
Allison G.
The price is HK$684
HK$1,895 total
includes taxes & fees
8 Dec - 9 Dec
Beautifully furnished condo
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, (59)
"clean, close to IMGcomfortable bedding- highly recommend"
United States
anjeanette b.
The price is HK$1,042
HK$2,967 total
includes taxes & fees
15 Nov - 16 Nov
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)
"Great place, spacious for 6 adults, clean, comfortable, organized with all the amenities one would need. Everything was simple from check in to check out. The queen-size air mattress fits seamlessly in the living room's common area and comes equipped with all necessary bedding to ensure a comfortable and restful experience.​ I would stay again!"
United States
Cassandra
The price is HK$925
HK$2,815 total
includes taxes & fees
12 Nov - 13 Nov
*Charming 2bed 2 bath 6 mins from IMG*
Beach
Beautiful 2BR Condo! Heated Pools~WiFi. By IMG Academy~Beaches~AMI~Restaurants.

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

Bradenton
9.8 out of 10, Exceptional, (146)
"The location is great with stores very close, very close to IMG academy and for beaches.It had everything we needed for a short stay. There could be some improvements made but for the length of time we stayed it was okay. "
United States
Salisha H.
The price is HK$859
HK$2,501 total
includes taxes & fees
15 Nov - 16 Nov
Beautiful 2BR Condo! Heated Pools~WiFi. By IMG Academy~Beaches~AMI~Restaurants.
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 HK$1,415
HK$2,869 total
includes taxes & fees
16 Nov - 17 Nov
1BR Beach Getaway – Silver Sands #254 by RVA
On the beach, sun-loungers, beach towels
Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403

Longboat Key
9.8 out of 10, Exceptional, (107)
"Great location and clean."
United States
Marie M.
The price is HK$1,399
HK$3,208 total
includes taxes & fees
22 Nov - 23 Nov
Sunset and beach view from your balcony Unit 403
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 HK$1,104
HK$3,222 total
includes taxes & fees
16 Nov - 17 Nov
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, (84)
"Place was nice, clean and convenient."
United States
SARA
The Sapphire Suite 1Bed/1Bath
Outdoor pool, a heated pool
Lovers Key Resort 803 Stunning views of Estero Bay

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 HK$959
HK$2,365 total
includes taxes & fees
12 Nov - 13 Nov
Lovers Key Resort 803 Stunning views of Estero Bay
On the beach, sun-loungers, beach towels
Silver Sands on the Sea: Winter Availability!

Silver Sands on the Sea: Winter Availability!

Longboat Key
10.0 out of 10, Exceptional, (83)
"Charming place with a fantastic beach!"
United States
Mike M.
The price is HK$1,555
HK$3,256 total
includes taxes & fees
7 Dec - 8 Dec
Silver Sands on the Sea: Winter Availability!
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 HK$1,174
HK$2,425 total
includes taxes & fees
12 Nov - 13 Nov
Beachfront Studio – Cabana #5B by RVA
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, (70)
"We enjoyed our stay with our children. We love Longboat Key and their was a very convenient rental"
United States
Rachel N.
The price is HK$1,306
HK$2,723 total
includes taxes & fees
16 Nov - 17 Nov
Relax at Gulf – Silver Sands Resort #232, Longboat
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

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Room was nothing special but really clean with spectacular views"
Jennifer 3-night trip
Posted 2 days ago
Lani Kai Beachfront Resort

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

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Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from to 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 . 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 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 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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