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Check prices for these dates

In two weeks
21 Nov - 23 Nov
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Featured 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, (1153)
"Very good stay, clean, safe, and steps from the beach"
United States
Brandon
Captiva Beach Resort
On the beach, white sand
A Beach Retreat

A Beach Retreat

2.5 star property
Casey Key
9.2 out of 10, Wonderful, (568)
"Perfect location beachfront room"
United States
Suzette
A Beach Retreat
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 NZ$816
includes taxes & fees
9 Nov - 10 Nov
Alamanda Villas
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
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 NZ$596
includes taxes & fees
9 Nov - 10 Nov
Waterfront Condo with Pool & Boat Slip
On the beach
Beach Condo with Pool Near Holmes Beach

Beach Condo with Pool Near Holmes Beach

Holmes Beach
9.2 out of 10, Wonderful, (31)
"This was such a great location! We could, and did, walk everywhere. Our unit was next to the pool so we could hear some activity outside. The unit needs a bit of TLC, but worked well for us."
United States
Eileen K.
The price is NZ$659
includes taxes & fees
9 Nov - 10 Nov
Beach Condo with Pool Near Holmes Beach
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 NZ$512
includes taxes & fees
10 Nov - 11 Nov
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
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 NZ$530
includes taxes & fees
9 Nov - 10 Nov
Lavish Waterfront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants
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
*Charming 2bed 2 bath 6 mins from IMG*
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 NZ$660
includes taxes & fees
10 Nov - 11 Nov
1BR Beach Getaway – Silver Sands #254 by RVA
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 NZ$584
includes taxes & fees
10 Nov - 11 Nov
Lovers Key Resort 803 Stunning views of Estero Bay
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, (145)
"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 NZ$524
includes taxes & fees
10 Nov - 11 Nov
Beautiful 2BR Condo! Heated Pools~WiFi. By IMG Academy~Beaches~AMI~Restaurants.
Exterior detail
Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath

Bayou Oaks
9.4 out of 10, Exceptional, (37)
"Perfect little place for a couple days. Clean and conveniently located just a short drive away from everything you need. Host was responsive and accommodating. We would definitely stay here again. "
United States
Adrianne J.
The price is NZ$206
includes taxes & fees
18 Nov - 19 Nov
Riverside Oasis 1Bed/1Bath
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 NZ$734
includes taxes & fees
22 Nov - 23 Nov
Sunset and beach view from your balcony Unit 403
Property grounds
Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony

Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony

Longboat Key
9.8 out of 10, Exceptional, (142)
"The views from the balcony are amazing. We were only able to stay one night but will definitely be back for more."
United States
John L.
The price is NZ$657
includes taxes & fees
12 Nov - 13 Nov
Beachfront Escape – Private Balcony, Gulf Views, No Street to Cross, Watch the Sunset from Your Balcony
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 NZ$679
includes taxes & fees
10 Nov - 11 Nov
Fantastic Shorewalk Vacation 2 bed/2 bath condo/Lake view/close to IMG, beaches
Beach nearby, sun-loungers, beach towels
Charming Marco Island Beach Condo-Beach Access-JW Alternative

Charming Marco Island Beach Condo-Beach Access-JW Alternative

South End
9.8 out of 10, Exceptional, (237)
"Great location right across from public beach access!"
United States
Melissa K.
The price is NZ$795
includes taxes & fees
9 Nov - 10 Nov
Charming Marco Island Beach Condo-Beach Access-JW Alternative
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, (87)
"This condo is fantastic! The views are unbeatable. Great location for a family vacation. We would highly recommend it! "
United States
Katie B.
The price is NZ$678
includes taxes & fees
10 Nov - 11 Nov
Best views of the beach from your balcony Unit 301
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 NZ$625
includes taxes & fees
17 Nov - 18 Nov
Relax at Gulf – Silver Sands Resort #232, Longboat
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 NZ$745
includes taxes & fees
7 Dec - 8 Dec
Silver Sands on the Sea: Winter Availability!
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

Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

10/10 Excellent
"The Pink Shell is a fantastic resort in every way. The cleanliness, quality of food, amenities were perfect but most of all, the staff is phenomenal! I didn’t meet one single staff member who didn’t want to assist in any way possible. They seem to all take pride in the work they do. So pleasant and helpful in every way! I will come back again. "
Kristina Parmer 1-night trip
Posted 2 days ago
Pink Shell Beach Resort and Marina

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

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Lowest Price
Highest Price

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.
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.
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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