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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Southwest Florida condo rentals

Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
The price is ￥21,501
￥63,899 total
includes taxes & fees
Apr 28 - Apr 29
Chadwick Cove Resort & Marina
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (620 reviews)
"Love this place"
United States
Marialis
The price is ￥27,092
￥30,615 total
includes taxes & fees
Apr 28 - Apr 29
A Beach Retreat
Lobby

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (478 reviews)
"Exceptional location both to the beach and restaurants. The facility has everything you need to augment your stay: bikes, beach chairs and umbrellas, coolers and pool floats. The room is immaculate too."
United States
Kathy
The price is ￥21,771
￥24,602 total
includes taxes & fees
May 11 - May 12
Venice Beach Villas
Front of property - evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,230 reviews)
"Clean and very close to beach. "
United States
Daniel
The price is ￥35,212
￥42,490 total
includes taxes & fees
Apr 15 - Apr 16
Captiva Beach Resort
Fridge, microwave, oven, stovetop

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, (34 reviews)
"Was a nice place."
United States
Michael B.
The price is ￥13,044
￥45,642 total
includes taxes & fees
Apr 13 - Apr 14
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown
Terrace/patio

Waterfront Condo with Pool & Boat Slip

Waterfront Condo with Pool & Boat Slip
Caloosahatchee
10.0 out of 10, Exceptional, (43 reviews)
"Everything about this stay was wonderful, if you want a comfortable, quiet, excellant vacation pick this resort. "
United States
Harry
The price is ￥18,746
￥59,159 total
includes taxes & fees
Apr 13 - Apr 14
Waterfront Condo with Pool & Boat Slip
Beach nearby

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, (89 reviews)
"Breathtaking view- super clean. Easy access. Perfect spot for a few days away with my husband."
United States
Ellen L.
The price is ￥29,266
￥66,565 total
includes taxes & fees
Apr 30 - May 1
Best views of the beach from your balcony Unit 301
Sun loungers

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (139 reviews)
"Stayed at the same place before, lovely accommodation and location, and the host very welcoming and professional."
United States
John S.
The price is ￥19,909
￥54,112 total
includes taxes & fees
May 11 - May 12
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
1 bedroom, desk, iron/ironing board, WiFi

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.4 out of 10, Exceptional, (52 reviews)
"This little getaway was an anniversary celebration and it felt like we were in the perfect place to celebrate 15 years of marriage .This beautiful little house was extra clean , cozy, well decorated and well equipped, with the strawberry on top being the peacefulness and tranquillity with a short 15 min ride to the nearest beach and city center. We highly recommend the place."
United States
Juan
The price is ￥8,282
￥18,843 total
includes taxes & fees
May 12 - May 13
Riverside Oasis 1Bed/1Bath
Exterior

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and the perfect location! Close to the beach, restaurants, and the grocery! We loved the heated pool in February. "
United States
Robert
The price is ￥43,812
￥82,574 total
includes taxes & fees
May 7 - May 8
Alamanda Villas
Property grounds

Lavish Condo! Heated Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Island

Lavish Condo! Heated Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (124 reviews)
"We enjoyed our stay. Is as shown in pictures and description. "
United States
Erin M.
The price is ￥17,918
￥48,001 total
includes taxes & fees
May 10 - May 11
Lavish Condo! Heated Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Island
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, (94 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
The price is ￥23,094
￥50,756 total
includes taxes & fees
May 6 - May 7
Oceanfront Bliss–Longboat Key Beach 106 by RVA
Property grounds

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Manasota Key
9.8 out of 10, Exceptional, (33 reviews)
"We had a great time and a comfortable stay."
United States
Deb J.
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
On the beach, beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (78 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
The price is ￥26,917
￥55,654 total
includes taxes & fees
May 10 - May 11
Relax at Gulf – Silver Sands Resort #232, Longboat
On the beach, beach umbrellas

Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (30 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
The price is ￥26,917
￥55,813 total
includes taxes & fees
May 11 - May 12
Silver Sands Serenity – Unit 234 by RVA
Property grounds

Updated bayside condo with heated pool - across the street from the beach

Updated bayside condo with heated pool - across the street from the beach
Anna Maria
9.2 out of 10, Wonderful, (102 reviews)
"What a great place! Trolly pickup was two blocks away Walking distance to shops, restaurants and the beach. Can’t wait to visit again soon "
United States
Rhonda k.
The price is ￥13,060
￥44,443 total
includes taxes & fees
Apr 29 - Apr 30
Updated bayside condo with heated pool - across the street from the beach
Beach

Bright Corner Condo · Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Island

Bright Corner Condo · Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (155 reviews)
"Condo was great, beds were comfortable!"
United States
CATHY T.
The price is ￥19,925
￥50,588 total
includes taxes & fees
May 10 - May 11
Bright Corner Condo · Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Island
Sun loungers

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (128 reviews)
"We had a pleasant stay! Very nice location! Close to everything. The host, Richard, was very helpful. Would definetely stay again "
United States
Marilu R.
The price is ￥19,112
￥53,052 total
includes taxes & fees
May 11 - May 12
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Property grounds

Lakefront Condo · Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Beach Island

Lakefront Condo · Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Beach Island
Bradenton
9.8 out of 10, Exceptional, (118 reviews)
"Perfect spot and host "
United States
Dee B.
The price is ￥18,913
￥48,489 total
includes taxes & fees
May 5 - May 6
Lakefront Condo · Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Beach Island
Outdoor pool, a heated pool

The Perfect Getaway with Private Beach Access

The Perfect Getaway with Private Beach Access
Cape Haze
9.8 out of 10, Exceptional, (20 reviews)
"Lovely and peaceful yet plenty of things to do in the area. Enjoyed our stay."
United States
sharon b.
The price is ￥35,039
￥84,476 total
includes taxes & fees
Apr 13 - Apr 14
The Perfect Getaway with Private Beach Access
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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

8/10 Good
"Nice pool areas and spa facilities!"
STEVEN 4-night trip
Posted 5 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
3,012
Accommodation
376 Condo Rentals
Lowest Price
￥18,843
Highest Price
￥84,476

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from ￥18,843 to ￥84,476 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 376 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 ￥18,843 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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