Search Condos in Southwest Florida

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Jun 27 - Jun 29
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Aug 15 - Aug 17

Condo Rentals in Southwest Florida

Captiva Beach Resort
Front of property - evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1104)
"Perfect location close to the beach clean and cozy place"
Captiva Beach Resort
Marco Beach Vacation Suites
Beach nearby, white sand, beach towels

Marco Beach Vacation Suites

3.5 star property
8.0 out of 10, Very Good, (790)
"Really good "
Marco Beach Vacation Suites
Venice Beach Villas
Terrace/patio

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (414)
"Very nice quiet and clean. "
Venice Beach Villas
Holiday Inn Club Vacations Sunset Cove Resort by IHG
Exterior

Holiday Inn Club Vacations Sunset Cove Resort by IHG

4.0 star property
9.8 out of 10, Exceptional, (254)
"Excellent place to enjoy with your family. "
Holiday Inn Club Vacations Sunset Cove Resort by IHG
Brand new to the market! Siesta Key 2 Br/2ba- Locally managed Welcome!
Sun loungers, beach towels

Brand new to the market! Siesta Key 2 Br/2ba- Locally managed Welcome!

10.0 out of 10, Exceptional, (5)
Brand new to the market! Siesta Key 2 Br/2ba- Locally managed Welcome!
Tradewinds Beach Resort
Private beach nearby, sun loungers, beach towels

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (377)
"Great and friendly customer service at the front desk. Amazing view from our balcony and great price for an island that has become extremely over priced thanks to all the developers and investment companies."
Tradewinds Beach Resort
Anna Maria Sunsets - studio
Property grounds

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (209)
"Very nice little condo! Not a huge space but plenty of room for two. Loved the shower! "
The price is ￥21,698
￥42,695 total
includes taxes & fees
Jun 30 - Jul 1
Anna Maria Sunsets - studio
Anna Maria Sunsets - studio
Sun loungers, beach towels

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (228)
"Very nice! Clean and perfect location!"
The price is ￥17,358
￥37,213 total
includes taxes & fees
Jul 2 - Jul 3
Anna Maria Sunsets - studio
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
On the beach

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

9.2 out of 10, Wonderful, (9)
"You couldn’t get a better spot on the beach than this! To wake up every morning and look out the big window, gorgeous!!! Walks on beach, amazing!!! Fantastic location!"
The price is ￥34,577
￥66,914 total
includes taxes & fees
Jul 9 - Jul 10
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Breathtaking Beach Front Property Ground Floor Condo
On the beach

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (139)
"Fantastic beach and accommodations. Everyone we met were so nice and friendly. Best sunsets on the gulf!!!"
Breathtaking Beach Front Property Ground Floor Condo
Sundial A208- Stunning Beachfront 2BR at Sundial
Interior

Sundial A208- Stunning Beachfront 2BR at Sundial

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay in this beautiful, very clean ocean front condo. Morning and evening walks on the beach, just steps from the condo were our favorite part of our stay. There is a lot to do on Sanibel island amd this was an excellent place to stay. "
Sundial A208- Stunning Beachfront 2BR at Sundial
Amazing beach getaway pool condo by the beach
Property grounds

Amazing beach getaway pool condo by the beach

9.4 out of 10, Exceptional, (51)
"We loved the area and will be back."
The price is ￥68,709
￥138,937 total
includes taxes & fees
Jul 5 - Jul 6
Amazing beach getaway pool condo by the beach
Hidden Gem | Longboat Key 2BR w/ Beach Access
Beach

Hidden Gem | Longboat Key 2BR w/ Beach Access

9.6 out of 10, Exceptional, (17)
"The condo was very spacious and well equipped. Most notably, it was very quiet and we had a cross-walk so we could safely cross GMD to walk on the beach."
Hidden Gem | Longboat Key 2BR w/ Beach Access
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool
Beach nearby, beach towels

Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool

10.0 out of 10, Exceptional, (85)
"Property was just recently renovated. It was in a perfect location just walking distance from the beach. Owner was very nice and just one phone call away if any issues arose. Will definitely come back if available in the future. "
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool
Your Serene Escape Awaits Discover Paradise in Naples at Park- near beach & golf
A heated pool

Your Serene Escape Awaits Discover Paradise in Naples at Park- near beach & golf

9.2 out of 10, Wonderful, (23)
"Had a great time, beautiful property!"
Your Serene Escape Awaits Discover Paradise in Naples at Park- near beach & golf
Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale
Outdoor pool, a heated pool

Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale

10.0 out of 10, Exceptional, (84)
"Amazing time and place."
Siesta Key GULF SIDE #95 - Serene Private Condo, 3 Pools, Jamaica Royale
The Summer Wind @ Manasota Key
Exterior

The Summer Wind @ Manasota Key

9.4 out of 10, Exceptional, (11)
"Great location, nice beach, clean and updated unit."
The Summer Wind @ Manasota Key
Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..
On the beach

Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

10.0 out of 10, Exceptional, (3)
"The rental was spacious and very clean!!I would definitely stay here again. Place looked exactly like the pictures!! "
Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (7)
"Very nice and updated property with a great panoramic view of the bay and ocean. Easy check in and checkout. Close to everything in Montasota Key/Englewood. "
The price is ￥14,118
￥80,906 total
includes taxes & fees
Jun 26 - Jun 27
Chadwick Cove Resort & Marina
Anna Maria Island - 2/1
Property grounds

Anna Maria Island - 2/1

9.6 out of 10, Exceptional, (158)
"Perfect place to spend a lovely weekend on AMI. The condo was the right size, clean, fully stocked, and we were able to walk everywhere. "
The price is ￥19,449
￥48,942 total
includes taxes & fees
Jun 23 - Jun 24
Anna Maria Island - 2/1
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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Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from ￥8,245 to ￥36,018 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?
There are multiple condos in Southwest Florida with a total average guest review rating of 9.4, so you’re sure to discover a place that suits your needs. If you’re making plans for Tampa, take a look at New Two Bedroom Condo In Channelside Tam. This popular 3.5-star condo comes with a barbecue grill and a terrace. Another highly rated option is Channelside Condominiums. This 3.5-star Tampa escape offers a terrace and individually decorated rooms.
How many condos are there in Southwest Florida?
Southwest Florida has 429 condos on offer. Enter your dates and destination and start planning your dream getaway today.