A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (63 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 CA $184
CA $466 total
includes taxes & fees
Aug 31 - Sep 1
Lovers Key Resort 803 Stunning views of Estero Bay
A balcony with a view of the beach, a sofa, a table, and a ceiling fan.

2. 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, (105 reviews)
"We loved the balcony and the beach, and the comfortable bed and recliners!"
United States
Rochelle P.
The price is CA $243
CA $741 total
includes taxes & fees
Aug 31 - Sep 1
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
A beach with clear skies, palm trees, and calm waves.

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)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is CA $131
CA $521 total
includes taxes & fees
Sep 1 - Sep 2
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
A bedroom with a large bed, a chandelier, a TV, and a view of the ocean.

4. SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (142 reviews)
The price is CA $243
CA $741 total
includes taxes & fees
Aug 31 - Sep 1
SEASIDE 408. Sea La Vie 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, (147 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
The price is CA $243
CA $741 total
includes taxes & fees
Sep 18 - Sep 19
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, (1,302 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is CA $204
CA $254 total
includes taxes & fees
Sep 1 - Sep 2
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
9.2 out of 10, Wonderful, (26 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is CA $154
CA $798 total
includes taxes & fees
Sep 1 - Sep 2
Chadwick Cove Resort & Marina
A beach with a variety of seashells and a view of the ocean with waves.

8. 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 CA $116
CA $560 total
includes taxes & fees
Aug 31 - Sep 1
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
A water slide in a pool area with a rocky backdrop and a small waterfall.

9. 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 CA $175
CA $595 total
includes taxes & fees
Aug 31 - Sep 1
Cedar Run Resort - Roam Hospitality
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, (671 reviews)
"Lovely place on a family beach."
United States
Robert
The price is CA $256
CA $290 total
includes taxes & fees
Aug 31 - Sep 1
A Beach Retreat
An aerial view of a beach with a pier extending into the ocean, surrounded by buildings and greenery.

11. 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 CA $299
CA $816 total
includes taxes & fees
Sep 1 - Sep 2
Olde Naples beautiful Condo Steps to Pier, Beach, Sunsets and restaurants!

12. Stylish Lakefront Retreat By IMG & Anna Maria Island w/ Resort Pools & Hot Tubs

Stylish Lakefront Retreat By IMG & Anna Maria Island w/ Resort Pools & Hot Tubs
Bradenton
10.0 out of 10, Exceptional, (131 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 CA $148
CA $433 total
includes taxes & fees
Aug 31 - Sep 1
Stylish Lakefront Retreat By IMG & Anna Maria Island w/ Resort Pools & Hot Tubs

13. Splendid Lakefront Condo By IMG & Anna Maria Beaches w/ Resort Pools & Hot Tubs

Splendid Lakefront Condo By IMG & Anna Maria Beaches w/ Resort Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (124 reviews)
"We have stayed in Ervin's properties before and they are always extremely clean and updated to a high standard. We would definitely stay at this, or Ervin's other properties, in the future."
United States
Brian - Christine M.
The price is CA $148
CA $433 total
includes taxes & fees
Sep 1 - Sep 2
Splendid Lakefront Condo By IMG & Anna Maria Beaches w/ Resort Pools & Hot Tubs
A wooden pathway leading to a beach with lush greenery and a clear sky.

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

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.4 out of 10, Exceptional, (83 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 CA $235
CA $495 total
includes taxes & fees
Sep 1 - Sep 2
Relax at Gulf – Silver Sands Resort #232, Longboat
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 CA $181
CA $420 total
includes taxes & fees
Sep 1 - Sep 2
Oceanfront Bliss–Longboat Key Beach 106 by RVA
An aerial view of a coastal resort with beachfront properties, a marina, and a marina with boats.

16. 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, (95 reviews)
"Great place and will definitely stay here again."
United States
Jessica S.
The price is CA $248
CA $618 total
includes taxes & fees
Aug 31 - Sep 1
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
A beach with clear turquoise water and a sandy shore.

17. Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (93 reviews)
"Everything was great "
United States
kirt v.
The price is CA $243
CA $565 total
includes taxes & fees
Sep 17 - Sep 18
Best views of the beach from your balcony Unit 301
A balcony with a pool, overlooking a beach with palm trees and umbrellas.

18. Island Time!

Island Time!
Longboat Key
10.0 out of 10, Exceptional, (133 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 CA $282
CA $551 total
includes taxes & fees
Sep 15 - Sep 16
Island Time!
A wooden pathway leading to a sandy beach with palm trees on either side.

19. Beautiful Resort Retreat By IMG Academy & Anna Maria Beaches w/ Pools & Hot Tubs

Beautiful Resort Retreat By IMG Academy & Anna Maria Beaches w/ 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.
The price is CA $142
CA $426 total
includes taxes & fees
Aug 31 - Sep 1
Beautiful Resort Retreat By IMG Academy & Anna Maria Beaches w/ Pools & Hot Tubs
A poolside table with a vase of flowers and two champagne flutes, overlooking a pool and palm trees.

20. 🛥️ 👀 Boat Watchers Paradise ☀️ w\ a Side of Dolphins🐬

🛥️ 👀 Boat Watchers Paradise ☀️ w\ a Side of Dolphins🐬
Olde Marco
9.8 out of 10, Exceptional, (56 reviews)
"Comfortable stay, quiet, very clean and nice view. Close to Publix and restaurants."
United States
Clelia
The price is CA $202
CA $529 total
includes taxes & fees
Aug 31 - Sep 1
🛥️ 👀 Boat Watchers Paradise ☀️ w\ a Side of Dolphins🐬
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

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

10/10 Excellent
"Todo me. Gusto y profesional el personal del hotel"
Mario 3-night trip
Posted less than an hour ago
Hilton Marco Island Beach Resort and Spa

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
3,366
Accommodation
443 Condo Rentals
Lowest Price
CA $254
Highest Price
CA $816

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from CA $254 to CA $816 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 443 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 CA $254 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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