A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Southwest Florida condo rentals

A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

1. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (695 reviews)
"Enjoyed our stay"
United States
Robin
The price is €186
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat
A modern dining area with a large table, chairs, and a patterned rug.

2. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is €349
includes taxes & fees
29 Oct - 30 Oct
Siesta Vibe Pool Walk To Crescent Beach
A room with a glass table, two wicker chairs with floral cushions, a potted plant, and a view of the sea through a window.

3. Lovers Key Resort Fort Myers Beach High floor Stunning Views Pool balcony

Lovers Key Resort Fort Myers Beach High floor Stunning Views Pool balcony
Fort Myers Beach
10.0 out of 10, Exceptional, (64 reviews)
"It had everything we needed & more! Views were amazing!!! We saw dolphins, loved the restaurant, and the pool!"
United States
Rose D.
The price is €329
includes taxes & fees
2 Nov - 3 Nov
Lovers Key Resort Fort Myers Beach High floor Stunning Views Pool balcony
A modern kitchen with a central island, stainless steel appliances, and a decorative backsplash.

4. 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, (41 reviews)
"We absolutely loved the location and the property. Already looking forward to coming back next year. Condo was clean, lots of space and enjoyed the screened in porch. Host is very attentive and alway quick to reply. Thanks for such a special vacation!"
United States
Buffey H.
The price is €268
includes taxes & fees
30 Oct - 31 Oct
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
A modern kitchen with a stainless steel sink, a dining area with a glass table and chairs, and a chandelier.

5. Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Central Naples
10.0 out of 10, Exceptional, (31 reviews)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is €362
includes taxes & fees
2 Nov - 3 Nov
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

6. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,326 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is €173
includes taxes & fees
29 Oct - 30 Oct
Captiva Beach Resort
A golf course with multiple water hazards, surrounded by buildings and a beach.

7. Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (128 reviews)
"Overall great stay!"
United States
Jane H.
The price is €281
includes taxes & fees
31 Oct - 1 Nov
Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
A golf course with multiple water hazards, surrounded by buildings and a beach.

8. Bright Lakeview Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

Bright Lakeview Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
Bradenton
10.0 out of 10, Exceptional, (132 reviews)
"My family and I loved our stay at this condo. It was in a perfect location. There was plenty of parking and the amenities were excellent. The condo was very spacious and comfortable. Everything was very clean and we had everything we needed for our stay."
United States
Natalia C.
The price is €293
includes taxes & fees
10 Nov - 11 Nov
Bright Lakeview Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
A hotel room with a bed, a sofa, a coffee table, a TV, and a balcony with a view.

9. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"Great little getaway spot if you want some quiet beach time. Even enjoyed it despite some stormy weather!"
United States
Mikey C.
The price is €273
includes taxes & fees
29 Oct - 30 Oct
Oceanfront Bliss–Longboat Key Beach 106 by RVA
An aerial view of a resort with multiple blue-roofed buildings, a central swimming pool, and a beach in the background.

10. Sanibel Island - Walk to Beach - Colony Inn 05

Sanibel Island - Walk to Beach - Colony Inn 05
East End
10.0 out of 10, Exceptional, (17 reviews)
"Thanks for an affordable place to stay! Room was beautiful pool was awesome"
United States
Michele W.
The price is €434
includes taxes & fees
10 Nov - 11 Nov
Sanibel Island - Walk to Beach - Colony Inn 05
A modern kitchen with white cabinetry, a central island, and a dining area with a sofa and table.

11. Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach

Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
Captiva
9.6 out of 10, Exceptional, (23 reviews)
"Well kept condo."
United States
Joseph S.
Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
A room with a glass table, a ceiling fan, and a view of a palm tree and water.

12. Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach

Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
Captiva
9.2 out of 10, Wonderful, (31 reviews)
"Very nice condo overlooking waterway. Nice pool and easy in and out. "
United States
William B.
Bayside Villa 4208 | Stunning Harbourview Residence| Walk to the Beach
A wooden pathway leading to a sandy beach with palm trees on either side.

13. Quiet Corner Condo Near Anna Maria Island & IMG with Heated Pools & Hot Tubs

Quiet Corner Condo Near Anna Maria Island & IMG with Heated Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (161 reviews)
"Perfect location and comfortable property. Closely located to IMG, grocery store and fitness center. Great location for walking and jogging. Pools and hot tubs are wonderful."
United States
Sharele T.
The price is €270
includes taxes & fees
29 Oct - 30 Oct
Quiet Corner Condo Near Anna Maria Island & IMG with Heated Pools & Hot Tubs
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

14. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (290 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly as described. The location was great, and everything we needed was available. The host was friendly, responsive, and made the whole experience easy and enjoyable. We would definitely stay here again and highly recommend it! ⭐️⭐️⭐️⭐️⭐️"
United States
Elizabeth
The price is €253
includes taxes & fees
2 Nov - 3 Nov
Anna Maria Sunsets - studio
A residential area with a canal, houses with red roofs, and a bridge.

15. Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
Bradenton
9.8 out of 10, Exceptional, (74 reviews)
"The condo was in a great location for our family and it was very clean."
United States
Nicole W.
The price is €349
includes taxes & fees
29 Oct - 30 Oct
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
An aerial view of a rooftop pool area with lounge chairs, a swimming pool, and a staircase leading to an upper deck.

16. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is €476
includes taxes & fees
29 Oct - 30 Oct
Harbour House at the Inn 308
A balcony with a view of palm trees and a beach.

17. Sanibel Island condo - steps from the beach - Breakers West B7

Sanibel Island condo - steps from the beach - Breakers West B7
West End
9.6 out of 10, Exceptional, (22 reviews)
"So close to the beach, the screened in patio was so relaxing. The condo was just a short drive to dining and shopping. Would absolutely return."
United States
Adam M.
Sanibel Island condo - steps from the beach - Breakers West B7
A table with a glass top and metal chairs, overlooking a beach and greenery.

18. Wake to Gulf Views, high ceilings, sparkling pool and hot tub!

Wake to Gulf Views, high ceilings, sparkling pool and hot tub!
East End
10.0 out of 10, Exceptional, (32 reviews)
"Excellent access to the Lighthouse Beach. The beach view was beautiful. Owners were excellent at communicating. Definitely would recommend."
United States
Michele
The price is €404
includes taxes & fees
5 Nov - 6 Nov
Wake to Gulf Views, high ceilings, sparkling pool and hot tub!
clubhouse

19. Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout

Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Just as advertised with good location and service!"
United States
TOM
The price is €278
includes taxes & fees
29 Oct - 30 Oct
Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout
A wooden pier leading to a dock with benches, surrounded by lush greenery and a calm lake.

20. 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, (44 reviews)
"We had a great time, enjoyed being so close to the beach, the comfortable beds, and happy hour sushi next door at Magnolias."
United States
Jonathan F.
The price is €314
includes taxes & fees
30 Oct - 31 Oct
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
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

The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

10/10 Excellent
"The lighthouse is our go to spot. Beautiful rooms. Great staff. New pool is amazing. Book go and have a blast"
Carol 3-night trip
Posted less than an hour ago
The Lighthouse Resort Inn & Suites

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
2,942
Accommodation
379 Condo Rentals
Lowest Price
€173
Highest Price
€476

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from €173 to €476 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 9.6. 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 379 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 €173 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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