A crowded beach with people sunbathing and swimming.

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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 HK$1,080
HK$2,542 total
includes taxes & fees
28 Sept - 29 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 HK$847
HK$2,890 total
includes taxes & fees
6 Oct - 7 Oct
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
A waterfront hotel with a pool, lounge chairs, and palm trees.

3. Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (48 reviews)
"This place was great! Brian is an amazing host!"
United States
Byon W.
Waterfront Condo with Pool & Boat Slip
A balcony with a view of the beach, a sofa, a table, and a ceiling fan.

4. 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 HK$1,373
HK$3,937 total
includes taxes & fees
20 Oct - 21 Oct
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
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.
SEASIDE 204. Luna Sea 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.

6. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,310 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is HK$1,293
HK$1,594 total
includes taxes & fees
28 Sept - 29 Sept
Captiva Beach Resort
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

7. 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
The price is HK$1,261
HK$4,942 total
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.

8. 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 HK$1,970
HK$4,665 total
includes taxes & fees
28 Sept - 29 Sept
Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

9. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (684 reviews)
"Great stay!!"
United States
Genghis
The price is HK$1,483
HK$1,675 total
includes taxes & fees
28 Sept - 29 Sept
A Beach Retreat
A water slide in a pool area with a rocky backdrop and a small waterfall.

10. 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 HK$1,177
HK$3,572 total
includes taxes & fees
28 Sept - 29 Sept
Cedar Run Resort - Roam Hospitality
A lifeguard tower on a beach with clear blue water and a palm tree in the foreground.

11. Superb Waterfront Condo Near IMG & Anna Maria Island w/ Heated Pools & Hot Tubs

Superb Waterfront Condo Near IMG & Anna Maria Island w/ Heated Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (126 reviews)
"We loved the property, large pool & access to activities. "
United States
Mary Beth M.
The price is HK$787
HK$2,287 total
includes taxes & fees
28 Sept - 29 Sept
Superb Waterfront Condo Near IMG & Anna Maria Island w/ Heated Pools & Hot Tubs
A beach with a variety of seashells and a view of the ocean with waves.

12. 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, (87 reviews)
"Locate close to great restaurants and shoppers"
United States
terry J.
The price is HK$733
HK$3,084 total
includes taxes & fees
1 Oct - 2 Oct
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
A wooden pathway leading to a beach with lush greenery and a clear sky.

13. Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA
Longboat Key
9.0 out of 10, Wonderful, (89 reviews)
"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: What a great experience beautiful room,very clean,best location,private, very clean,all staff was polite and helpful"
United States
Anonymous traveller
The price is HK$1,177
HK$2,466 total
includes taxes & fees
28 Sept - 29 Sept
Silver Sands 1BR – Gulfside Comfort #255 by RVA
A beach with clear blue water and a sandy shore, framed by green foliage.

14. 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 HK$1,569
HK$2,639 total
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 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)
"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 HK$1,028
HK$2,286 total
includes taxes & fees
28 Sept - 29 Sept
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A modern living room with a balcony overlooking the sea, a flat-screen TV, a sofa, and a coffee table.

16. 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, (119 reviews)
"TCI is a great place to stay. Close to the beach, grocery store, shopping and walking paths. The condo was very clean and has all the amenities needed. The staff if very approachable and easy to connect with for any questions. This is our 2nd stay and we will return."
United States
Anonymous traveller
The price is HK$1,223
HK$2,828 total
includes taxes & fees
4 Oct - 5 Oct
Sunset and beach view from your balcony Unit 403
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 HK$1,177
HK$2,466 total
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 HK$1,052
HK$2,852 total
includes taxes & fees
28 Sept - 29 Sept
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
A balcony with a view of a beach, a pool, and palm trees.

19. Island Time: Open Tues - Sat, 4 Night Stay!

Island Time: Open Tues - Sat, 4 Night Stay!
Longboat Key
10.0 out of 10, Exceptional, (135 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 HK$1,518
HK$3,032 total
includes taxes & fees
29 Sept - 30 Sept
Island Time: Open Tues - Sat, 4 Night Stay!
A wooden pathway leading to a beach with lush greenery and a clear sky.

20. 1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (98 reviews)
"Great view, clean, beautiful!"
United States
Bethany
The price is HK$1,404
HK$2,741 total
includes taxes & fees
28 Sept - 29 Sept
1BR Beach Getaway – Silver Sands #254 by RVA
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

Sanibel Island Beach Resort

Sanibel Island Beach Resort

8/10 Good
"Ok"
Andre 2-night trip
Posted less than an hour ago
Sanibel Island Beach Resort

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
1,424
Accommodation
444 Condo Rentals
Lowest Price
HK$1,594
Highest Price
HK$4,942

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from HK$1,594 to HK$4,942 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 444 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 HK$1,594 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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