A crowded beach with people sunbathing and swimming.

Search Condos in Southwest Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Southwest Florida condo rentals

A balcony with a view of a marina, including boats and a dock with a boat.

1. 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, (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$597
includes taxes & fees
25 Sept - 26 Sept
Lovers Key Resort 803 Stunning views of Estero Bay
A beach with clear skies, palm trees, and calm waves.

2. 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 NZ$636
includes taxes & fees
25 Sept - 26 Sept
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
A balcony with a view of the beach, a sofa, a table, and a ceiling fan.

3. SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (107 reviews)
"Awesome place with amazing location. Super clean with great amenities. Would definitely book again!"
United States
Jason R.
The price is NZ$958
includes taxes & fees
20 Oct - 21 Oct
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

4. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,309 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is NZ$321
includes taxes & fees
29 Sept - 30 Sept
Captiva Beach Resort
A modern hotel room with a large bed, a chandelier, a balcony with a view of the sea, and a sliding glass door.

5. 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, (149 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
The price is NZ$965
includes taxes & fees
8 Oct - 9 Oct
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

6. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.0 out of 10, Wonderful, (29 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$1,091
includes taxes & fees
28 Sept - 29 Sept
Chadwick Cove Resort & Marina
An aerial view of a beach with a pier extending into the ocean, surrounded by buildings and greenery.

7. Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!

Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!
Old Naples
10.0 out of 10, Exceptional, (44 reviews)
"We had a great time! The location was amazing…a few steps to the beach and a few to downtown in the other direction. The place and beds were comfortable and it was well-stocked! Will come again!"
United States
Sheila N.
The price is NZ$1,105
includes taxes & fees
6 Oct - 7 Oct
Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!
A water slide in a pool area with a rocky backdrop and a small waterfall.

8. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.4 out of 10, Exceptional, (8 reviews)
"I would stay again, very accommodating"
United States
Deliondra
The price is NZ$795
includes taxes & fees
29 Sept - 30 Sept
Cedar Run Resort - Roam Hospitality
A wooden pathway leading to a beach with lush greenery and a clear sky.

9. Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (34 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
Silver Sands Serenity – Unit 234 by RVA
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

10. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (682 reviews)
"Great stay!!"
United States
Genghis
The price is NZ$367
includes taxes & fees
27 Sept - 28 Sept
A Beach Retreat
A beach path leading to the ocean with clear skies.

11. 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
9.8 out of 10, Exceptional, (29 reviews)
"Amazing property. loved every minute of the stay. Beach was so much closer than expected. House was super clean and cool. Beds were great!"
United States
Carol B.
The price is NZ$1,289
includes taxes & fees
9 Oct - 10 Oct
Breakers West C2 | Stunning Top Floor Beach Residence | Steps to the Sand
A lifeguard tower on a beach with clear blue water and a palm tree in the foreground.

12. Stunning Waterfront Condo Near AMI Beaches & IMG ~ Pools, Hot Tubs & Clubhouse

Stunning Waterfront Condo Near AMI Beaches & IMG ~ Pools, Hot Tubs & Clubhouse
Bradenton
9.8 out of 10, Exceptional, (125 reviews)
"We loved the property, large pool & access to activities. "
United States
Mary Beth M.
The price is NZ$535
includes taxes & fees
27 Sept - 28 Sept
Stunning Waterfront Condo Near AMI Beaches & IMG ~ Pools, Hot Tubs & Clubhouse
A wooden pathway leading to a sandy beach with palm trees on either side.

13. Beautiful Resort Retreat Near AMI Beaches & IMG ~ Pools, Hot Tubs & Clubhouse

Beautiful Resort Retreat Near AMI Beaches & IMG ~ Pools, Hot Tubs & Clubhouse
Bradenton
9.8 out of 10, Exceptional, (161 reviews)
"Good location, good communication with host, very clean. Very easy check in and check out process "
United States
Cathleen R.
The price is NZ$537
includes taxes & fees
5 Oct - 6 Oct
Beautiful Resort Retreat Near AMI Beaches & IMG ~ Pools, Hot Tubs & Clubhouse
A modern kitchen with white cabinetry, a central island, and a dining area with a sofa and table.

14. 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.
The price is NZ$1,007
includes taxes & fees
25 Sept - 26 Sept
Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
An aerial view of a coastal resort with beachfront properties, a marina, and a marina with boats.

15. 3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.6 out of 10, Exceptional, (97 reviews)
"Great place and will definitely stay here again."
United States
Jessica S.
The price is NZ$820
includes taxes & fees
25 Sept - 26 Sept
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
A beach with clear blue water and a sandy shore, framed by green foliage.

16. Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.4 out of 10, Very good, (23 reviews)
"Excellent place to stay. "
United States
Hadley R.
The price is NZ$610
includes taxes & fees
29 Sept - 30 Sept
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
A wooden pathway leading to a beach with lush greenery and a clear sky.

17. Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.4 out of 10, Exceptional, (84 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
The price is NZ$612
includes taxes & fees
29 Sept - 30 Sept
Relax at Gulf – Silver Sands Resort #232, Longboat
A sign reading "Shorewalk" with a landscaped area featuring bushes and a palm tree.

18. 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 NZ$676
includes taxes & fees
25 Sept - 26 Sept
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
A wooden pathway leading to a beach with lush greenery on either side.

19. 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)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
The price is NZ$531
includes taxes & fees
29 Sept - 30 Sept
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A balcony with a view of a beach, a pool, and palm trees.

20. Island Time: Open Columbus Day Weekend!

Island Time: Open Columbus Day Weekend!
Longboat Key
10.0 out of 10, Exceptional, (134 reviews)
"Great view of the beach and could watch sunset right from balcony, host was awesome, she gave all.kinds of suggestions and was very quick to respond to any questions we had. Would recommend this unit to anyone. They have beach supplies so you dont have to buy any of that. Longboat was very beautiful area."
United States
Gina
The price is NZ$927
includes taxes & fees
8 Oct - 9 Oct
Island Time: Open Columbus Day Weekend!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Florida Hotel Reviews

The Perry Hotel Naples

The Perry Hotel Naples

10/10 Excellent
"Espectacular hotel! Hemos estado alli en dos ocasiones y me encanta. El servicio de Ferry y Shutlle Gratuito es un plus la playa hermosa, el.paseo en manglar hermoso vimos defines, celebramos aniversario y cumpleaños de mi hija y ya quiero volver. El personal del hotel muy amable, los conductores del ferry y del bus muy buenas personas, la Vista del balcon increíble al atardecer y amanecer, la.piscima todo. Solo falta mejores desayunos y que no desmejoren la comida de la piscina."
Juliana 2-night trip
Posted 10 hours ago
The Perry Hotel Naples

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
2,006
Accommodation
413 Condo Rentals
Lowest Price
NZ$321
Highest Price
NZ$1,289

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from NZ$321 to NZ$1,289 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 413 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$321 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.

Explore a world of travel with Expedia