A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southwest Florida condo rentals

An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

1. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (30 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
$557 nightly
The price is $600
Oct 15 - Oct 16
Total with taxes and fees
Chadwick Cove Resort & Marina
A modern living room with a white sofa, colorful cushions, a wooden coffee table, and a ceiling fan.

2. Park Shore Resort - Dream Holiday Stays

Park Shore Resort - Dream Holiday Stays
4.0 star property
Park Shore
$441 nightly
The price is $489
Nov 1 - Nov 2
Total with taxes and fees
Park Shore Resort - Dream Holiday Stays
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

3. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (691 reviews)
"Enjoyed our stay"
United States
Robin
$205 nightly
The price is $231
Nov 4 - Nov 5
Total with taxes and fees
A Beach Retreat
A beach with clear skies, palm trees, and calm waves.

4. 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.
$353 nightly
The price is $387
Oct 23 - Oct 24
Total with taxes and fees
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.

5. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,321 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
$177 nightly
The price is $198
Oct 14 - Oct 15
Total with taxes and fees
Captiva Beach Resort
A living room with a sofa, armchair, coffee table, and a potted plant.

6. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
$358 nightly
The price is $405
Oct 14 - Oct 15
Total with taxes and fees
Siesta Vibe Pool Walk To Crescent Beach
A wooden boardwalk leading to a beach with palm trees and a clear sky.

7. Wake to Gulf Views from this East-End Penthouse

Wake to Gulf Views from this East-End Penthouse
East End
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful view. All the amenities you would want."
United States
MICHELE B.
$507 nightly
The price is $559
Nov 5 - Nov 6
Total with taxes and fees
Wake to Gulf Views from this East-End Penthouse
A beach with waves and a sunset sky.

8. Anna Maria Sunsets - studio

Anna Maria Sunsets - studio
Bradenton Beach
9.2 out of 10, Wonderful, (289 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
$263 nightly
The price is $292
Oct 18 - Oct 19
Total with taxes and fees
Anna Maria Sunsets - studio
A lifeguard tower on a beach with clear blue water and a palm tree in the foreground.

9. Lake-View Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

Lake-View Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (126 reviews)
$273 nightly
The price is $304
Oct 15 - Oct 16
Total with taxes and fees
Lake-View Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
A spacious gym with various exercise equipment, large windows, and a carpeted floor.

10. 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.
$306 nightly
The price is $337
Oct 22 - Oct 23
Total with taxes and fees
Lovers Key Resort 803 Stunning views of Estero Bay
A lifeguard tower on a beach with clear blue water and a palm tree in the foreground.

11. Bright Lake-View Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

Bright Lake-View Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
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.
$272 nightly
The price is $304
Oct 15 - Oct 16
Total with taxes and fees
Bright Lake-View Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
An aerial view of a coastal residential area with houses, a beach, and boats.

12. Sanibel Island 1BR Walk to Beach - Colony Inn 05

Sanibel Island 1BR Walk to Beach - Colony Inn 05
East End
10.0 out of 10, Exceptional, (16 reviews)
"Thanks for an affordable place to stay! Room was beautiful pool was awesome"
United States
Michele W.
$452 nightly
The price is $482
Oct 25 - Oct 26
Total with taxes and fees
Sanibel Island 1BR Walk to Beach - Colony Inn 05
A modern hotel room with a large bed, a chandelier, a balcony with a view of the sea, and a sliding glass door.

13. 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, (151 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
$483 nightly
The price is $532
Oct 18 - Oct 19
Total with taxes and fees
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
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.
$549 nightly
The price is $604
Oct 14 - Oct 15
Total with taxes and fees
Bayside Villa 5110 | Upscale Bayfront Residence | In-unit laundry | Walk to the Beach
A wooden pathway leading to a beach with lush greenery on either side.

15. 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 location"
United States
Amy R.
$273 nightly
The price is $304
Oct 20 - Oct 21
Total with taxes and fees
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A modern kitchen with a marble countertop, stainless steel appliances, and a built-in oven.

16. 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, (108 reviews)
"Awesome place with amazing location. Super clean with great amenities. Would definitely book again!"
United States
Jason R.
$486 nightly
The price is $535
Oct 20 - Oct 21
Total with taxes and fees
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
A wooden pathway leading to a sandy beach with palm trees on either side.

17. Resort Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

Resort Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
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.
$269 nightly
The price is $300
Oct 14 - Oct 15
Total with taxes and fees
Resort Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
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.
$343 nightly
The price is $383
Oct 14 - Oct 15
Total with taxes and fees
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
An aerial view of a coastal resort with beachfront properties, a marina, and a marina with boats.

19. 3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf

3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
Manasota Key
9.6 out of 10, Exceptional, (78 reviews)
"The property was very clean and had an excellent location for the beach. The parking is a little tight but they can make accommodations if needed. The unit we stayed in all had views of the beach and balconies. This place is amazing. I will definitely stay there again and highly recommended it."
United States
Dawn
$423 nightly
The price is $468
Oct 18 - Oct 19
Total with taxes and fees
3 Bedroom-Beach Front Condo w/ Beautiful Views of the Gulf
An aerial view of a beach with a clear turquoise sea, a sandy shore, and a dense residential area with houses and parked cars.

20. 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, (11 reviews)
"Just as advertised with good location and service!"
United States
TOM
$268 nightly
The price is $299
Oct 14 - Oct 15
Total with taxes and fees
Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout
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
"Wish we didn't have to pay for "front row seating" by the pool or in front of the ocean. The resort fee should cover all of that. The cabanas make sense to pay for, so they arn't always taken, and to keep them nice. There were no ice filling stations. (The ice in our freezer smelled like fish) I love how they are both kid friendly and luxury(adults only) at the same time. Advertised 30% off of spa treatments, but wouldn't let my daughter (10 years get a massage with me, and then when we asked to schedule pedicures instead, they didn't have staff for pedicures for either of us... The food was decent, but there were more fancy options. I would like more options for kids, or even picky eaters in general. Overall was a wonderful stay. I will add the ENTIRE staff was some of the most kind, considerate, welcoming, informative, and friendly staff members out of any hotel I have ever stayed! Bravo for hiring wonderful people!"
Laura 4-night trip
Posted 2 hours ago
Pink Shell Beach Resort and Marina

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
2,122
Accommodation
413 Condo Rentals
Lowest Price
$198
Highest Price
$604

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from $198 to $604 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 9.7. Organizing 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 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 $198 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 Theater and David A. Straz Jr. Center 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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