A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Southwest Florida condo rentals

Property grounds

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, (60 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 ￥27,392
￥61,592 total
includes taxes & fees
Aug 24 - Aug 25
Lovers Key Resort 803 Stunning views of Estero Bay
Front of property - evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,291 reviews)
"Very helpful staff and excellent beach!"
United States
Vania
The price is ￥25,486
￥31,576 total
includes taxes & fees
Aug 10 - Aug 11
Captiva Beach Resort
Coffee/tea maker, fridge, microwave, oven

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, (39 reviews)
"Great place to stay. Clean, nicely decorated and all amenities close by!"
United States
Darrel P.
The price is ￥13,270
￥47,604 total
includes taxes & fees
Jul 27 - Jul 28
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Beach nearby, beach towels

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, (30 reviews)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is ￥16,219
￥62,163 total
includes taxes & fees
Aug 8 - Aug 9
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Sun loungers, beach towels

SUNSHINE GETAWAY VACATION RENTALS

SUNSHINE GETAWAY VACATION RENTALS
Fort Myers
8.4 out of 10, Very Good, (145 reviews)
"This is a beautiful place to stay and it is EXACTLY as pictured in the platform. No surprises and nothing left out. It was clean, space to eat and cook. Nice area to relax and private bedroom. Nice pool for swimming and the residents were pleasant. A great value! Thank you for accommodating us with last minute notice. Will recommend staying with you. "
United States
SUZANNE M.
The price is ￥9,584
￥43,002 total
includes taxes & fees
Jul 31 - Aug 1
SUNSHINE GETAWAY VACATION RENTALS
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.4 out of 10, Exceptional, (22 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is ￥11,092
￥86,157 total
includes taxes & fees
Aug 2 - Aug 3
Chadwick Cove Resort & Marina
Exterior

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, (13 reviews)
"Excellent, room was spotless, great kitchen, great bathroom, five minutes away from the beach. 👍👍👍👍"
United States
Gerardo
The price is ￥22,562
￥53,059 total
includes taxes & fees
Jul 26 - Jul 27
Sanibel Island 1BR Walk to Beach - Colony Inn 05
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, iron/ironing board (on request)

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (655 reviews)
"The beach is right there, very clean and nice place."
United States
Maryna
The price is ￥30,193
￥34,119 total
includes taxes & fees
Aug 5 - Aug 6
A Beach Retreat
2 bedrooms, WiFi (free), bed sheets

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, (139 reviews)
"Everything was great!! The place was very luxurious, clean, and with beautiful beach views. Also nice having the Publix across the street too!"
United States
Duane M.
The price is ￥32,770
￥92,207 total
includes taxes & fees
Aug 2 - Aug 3
SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Smart TV

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, (115 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 traveler
The price is ￥28,602
￥66,777 total
includes taxes & fees
Aug 9 - Aug 10
Sunset and beach view from your balcony Unit 403
Smart TV, DVD player, books, stereo

BEAUTIFUL SANIBEL ISLAND CONDO LRG 3BD 2BTH NEW BEDS OPEN CATHEDRAL CONCEPT LOFT

BEAUTIFUL SANIBEL ISLAND CONDO LRG 3BD 2BTH NEW BEDS OPEN CATHEDRAL CONCEPT LOFT
Mid Island
10.0 out of 10, Exceptional, (62 reviews)
"The property is immaculate. It’s comfortable, it’s cozy, it’s well stocked, it’s right on the beach, there’s a pool, plenty of towels and dishes, and glasses and cooking utensils. It was really hard to leave."
United States
Candace
The price is ￥30,972
￥161,389 total
includes taxes & fees
Aug 22 - Aug 23
BEAUTIFUL SANIBEL ISLAND CONDO LRG 3BD 2BTH NEW BEDS OPEN CATHEDRAL CONCEPT LOFT
TV

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views

Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Captiva
9.0 out of 10, Wonderful, (11 reviews)
"Location was fantastic to get two days away. Right in the middle of the property southeast plantation with a view of the marina and right next to school. Good for a couple or a small family with young children."
United States
Walter R.
The price is ￥17,145
￥73,994 total
includes taxes & fees
Aug 1 - Aug 2
Bayside Villa 4224: Bright Corner Unit with Stunning Bay Views
Outdoor pool, pool umbrellas, sun loungers

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.2 out of 10, Wonderful, (7 reviews)
"The room was very clean and well maintained/new. Staff was friendly and helpful. The air conditioner was great. The room we stayed at had lots of accessories for the beach like chairs and kid’s toys for the beach along with an umbrella. The surroundings are peaceful and beautiful. It was a great experience overall."
United States
Jose Luis Alberti
The price is ￥21,707
￥101,519 total
includes taxes & fees
Jul 26 - Jul 27
Cedar Run Resort - Roam Hospitality
Beach

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Bradenton Beach
9.6 out of 10, Exceptional, (30 reviews)
"We absolutely loved this little room! It is so charming and perfect because the beach access is right across the street. Cant wait to come back and visit again "
United States
Lin K.
The price is ￥22,117
￥50,165 total
includes taxes & fees
Jul 27 - Jul 28
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
Beach towels

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, (86 reviews)
"The condo was perfect for 5 of us for the night we stayed. Great location and had everything we needed."
United States
Jeff K.
The price is ￥13,809
￥65,188 total
includes taxes & fees
Aug 24 - Aug 25
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)
On the beach

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (105 reviews)
"Very clean room and property. Very pleased with our stay. Would highly recommend."
United States
Andrea O.
The price is ￥21,301
￥49,601 total
includes taxes & fees
Jul 27 - Jul 28
Oceanfront Bliss–Longboat Key Beach 106 by RVA
Interior

Gorgeous Bayview Residence on Captiva Island

Gorgeous Bayview Residence on Captiva Island
Captiva
9.6 out of 10, Exceptional, (23 reviews)
"Well kept condo."
United States
Joseph S.
The price is ￥31,951
￥99,775 total
includes taxes & fees
Jul 26 - Jul 27
Gorgeous Bayview Residence on Captiva Island
Beach nearby, sun loungers, beach towels

1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt

1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt
Old Naples
9.8 out of 10, Exceptional, (205 reviews)
"Location was perfect and condo was so clean and had everything we needed to enjoy a beach getaway. Judy was so attentive in checking in and making recommendations as it was our first trip to Naples. Now we see why people love it there and will definitely book this unit again!"
United States
Kimberly A.
The price is ￥45,053
￥107,521 total
includes taxes & fees
Aug 21 - Aug 22
1st floor by pool, beach and 3rd St. S coffee shops, restaurants and farmer Mkt
Dining

Stunning Harborview Residence on Captiva Island

Stunning Harborview Residence on Captiva Island
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.
The price is ￥30,312
￥84,597 total
includes taxes & fees
Jul 26 - Jul 27
Stunning Harborview Residence on Captiva Island
On the beach, beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.4 out of 10, Exceptional, (81 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 ￥26,049
￥56,104 total
includes taxes & fees
Jul 29 - Jul 30
Relax at Gulf – Silver Sands Resort #232, Longboat
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

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

10/10 Excellent
"Everything was great!"
Stanley 1-night trip
Posted 1 hour ago
Hyatt House Naples/5th Avenue

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
2,275
Accommodation
367 Condo Rentals
Lowest Price
￥31,576
Highest Price
￥161,389

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from ￥31,576 to ￥161,389 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 9.5. 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 367 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 ￥31,576 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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