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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

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, (700 reviews)
"Enjoyed our stay"
United States
Robin
The price is NZ$385
includes taxes & fees
10 Nov - 11 Nov
A Beach Retreat
A covered outdoor deck with a table and chairs, overlooking a body of water and palm trees.

2. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is NZ$1,104
includes taxes & fees
17 Nov - 18 Nov
Chadwick Cove Resort & Marina
A modern kitchen with a stainless steel sink, a dining area with a glass table and chairs, and a chandelier.

3. 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)
"very smooth."
United States
Fred K.
The price is NZ$693
includes taxes & fees
19 Nov - 20 Nov
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
A modern kitchen with white cabinetry, a central island with stools, and a built-in oven.

4. Beautiful Sundial Condo steps to beach and great value!

Beautiful Sundial Condo steps to beach and great value!
Mid Island
9.4 out of 10, Exceptional, (20 reviews)
"Great spot for a quick trip."
United States
Warren J.
The price is NZ$858
includes taxes & fees
1 Dec - 2 Dec
Beautiful Sundial Condo steps to beach and great value!
A golf course with multiple water hazards, surrounded by buildings and a beach.

5. Spacious Lakeview Condo with Pools & Hot Tubs Near Anna Maria Island & IMG

Spacious Lakeview Condo with Pools & Hot Tubs Near Anna Maria Island & IMG
Bradenton
9.8 out of 10, Exceptional, (128 reviews)
"Overall great stay!"
United States
Jane H.
The price is NZ$600
includes taxes & fees
30 Nov - 1 Dec
Spacious Lakeview Condo with Pools & Hot Tubs Near Anna Maria Island & IMG
A spacious living area with a view of the sea, a television, a dining table, and comfortable seating.

6. 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 NZ$607
includes taxes & fees
11 Nov - 12 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.

7. 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 NZ$495
includes taxes & fees
11 Nov - 12 Nov
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
A modern hotel room with a large bed, a chandelier, a balcony with a view of the sea, and a sliding glass door.

8. SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (152 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
The price is NZ$934
includes taxes & fees
15 Nov - 16 Nov
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
An outdoor dining area with clear plastic chairs and tables, surrounded by greenery and a building in the background.

9. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
United States
Andriy
The price is NZ$344
includes taxes & fees
19 Nov - 20 Nov
Captiva Beach Resort
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 NZ$866
includes taxes & fees
19 Nov - 20 Nov
Sanibel Island - Walk to Beach - Colony Inn 05
clubhouse

11. 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 NZ$540
includes taxes & fees
9 Dec - 10 Dec
Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout
A spacious living area with a ceiling fan, wicker furniture, a white sofa, and a dining area in the background.

12. Breakers West C2 | Stunning Top Floor Beach Residence | Steps to the Sand

Breakers West C2 | Stunning Top Floor Beach Residence | Steps to the Sand
West End
9.6 out of 10, Exceptional, (30 reviews)
"The condo was just as pictured and one of the most clean beach condos we've ever stayed at. We had the beach almost entirely to ourselves both days of our stay. We really enjoyed how quiet the property was and never even heard people from the other units in the building."
United States
Michael R.
The price is NZ$1,225
includes taxes & fees
18 Nov - 19 Nov
Breakers West C2 | Stunning Top Floor Beach Residence | Steps to the Sand
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

13. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (293 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 NZ$498
includes taxes & fees
11 Nov - 12 Nov
Anna Maria Sunsets - studio
A balcony with a view of palm trees and a beach.

14. 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.
The price is NZ$1,093
includes taxes & fees
21 Nov - 22 Nov
Sanibel Island condo - steps from the beach - Breakers West B7
An aerial view of a rooftop pool area with lounge chairs, a swimming pool, and a staircase leading to an upper deck.

15. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is NZ$937
includes taxes & fees
10 Nov - 11 Nov
Harbour House at the Inn 308
A room with a glass table, a ceiling fan, and a view of a palm tree and water.

16. 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 golf course with multiple water hazards, surrounded by buildings and a beach.

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

Bright Lakeview Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
Bradenton
10.0 out of 10, Exceptional, (132 reviews)
"It was a perfect location, looked exactly like the pictures and the host did everything to make our stay great!"
United States
Martha B.
The price is NZ$546
includes taxes & fees
10 Nov - 11 Nov
Bright Lakeview Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
A modern kitchen with white cabinetry, a central island, and a dining area with a sofa and table.

18. 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 balcony with wicker furniture, a table with wine glasses, and a view of palm trees and a street.

19. 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, (90 reviews)
"Excellent"
United States
Maite
The price is NZ$787
includes taxes & fees
13 Nov - 14 Nov
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
A golf course with multiple water hazards, surrounded by buildings and a beach.

20. Beautiful Resort Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG

Beautiful Resort Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
Bradenton
9.8 out of 10, Exceptional, (163 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 NZ$540
includes taxes & fees
14 Nov - 15 Nov
Beautiful Resort Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
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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Learn more about Southwest Florida

Amazing beaches, golf courses and popular sights from Key West Express to Siesta Key Beach—explore Southwest Florida, a destination also known for its island views.

See all hotels in Southwest Florida
A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Frequently Asked Questions

How much do condos in Southwest Florida cost?

Condos in Southwest Florida range from NZ$344 to NZ$1,224 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 NZ$344 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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