Search Condos Rentals in Southwest Florida from CA $209

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southwest Florida condo rentals

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 CA $158
CA $521 total
includes taxes & fees
Apr 20 - Apr 21
Chadwick Cove Resort & Marina

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 CA $185
CA $209 total
includes taxes & fees
Apr 23 - Apr 24
Venice Beach Villas

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,232 reviews)
"Clean and very close to beach. "
United States
Daniel
The price is CA $283
CA $343 total
includes taxes & fees
Apr 19 - Apr 20
Captiva Beach Resort

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (621 reviews)
"Love this place"
United States
Marialis
The price is CA $254
CA $287 total
includes taxes & fees
May 12 - May 13
A Beach Retreat

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 CA $253
CA $578 total
includes taxes & fees
Apr 30 - May 1
Best views of the beach from your balcony Unit 301

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 CA $312
CA $629 total
includes taxes & fees
May 7 - May 8
Alamanda Villas

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 CA $113
CA $401 total
includes taxes & fees
Apr 21 - Apr 22
Modern Luxurious Condo, King Bed Suite, Waterfront + Pool, Near Downtown

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (77 reviews)
"Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. "
United States
K M.
The price is CA $207
CA $426 total
includes taxes & fees
May 9 - May 10
Beachfront Studio – Cabana #5B by RVA

*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 CA $172
CA $484 total
includes taxes & fees
May 11 - May 12
*Villa Bella* Executive 2BR Condo w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

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 CA $231
CA $488 total
includes taxes & fees
May 13 - May 14
Silver Sands Serenity – Unit 234 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (95 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
The price is CA $205
CA $452 total
includes taxes & fees
May 7 - May 8
Oceanfront Bliss–Longboat Key Beach 106 by RVA

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 CA $161
CA $442 total
includes taxes & fees
Apr 27 - Apr 28
Bright Corner Condo · Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Island

Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath
Bayou Oaks
9.6 out of 10, Exceptional, (74 reviews)
"Very nice place beautiful home comfortable stay"
United States
Emanuel I.
The price is CA $124
CA $271 total
includes taxes & fees
Apr 27 - Apr 28
Casa Azul 2Bed/1Bath

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 CA $233
CA $489 total
includes taxes & fees
Apr 22 - Apr 23
Relax at Gulf – Silver Sands Resort #232, Longboat

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 CA $83
CA $343 total
includes taxes & fees
Apr 29 - Apr 30
Updated bayside condo with heated pool - across the street from the beach

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 CA $167
CA $450 total
includes taxes & fees
Apr 20 - Apr 21
Lavish Condo! Heated Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Island

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 CA $155
CA $435 total
includes taxes & fees
May 4 - May 5
Lakefront Condo · Pools & Hot Tubs · IMG Academy 5 Min · Anna Maria Beach Island

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, (83 reviews)
"Nice condo and location!"
United States
Jeff
The price is CA $164
CA $593 total
includes taxes & fees
May 15 - May 16
Pet Friendly, Nightly CONDO! In-Unit Laundry, WiFi & Beach Gear; Walk to Dining/Shops (1 of 2 units)

*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 CA $165
CA $474 total
includes taxes & fees
May 11 - May 12
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

Sun-Kissed Memories!

Sun-Kissed Memories!
Longboat Key
10.0 out of 10, Exceptional, (123 reviews)
"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"
United States
Amy K
The price is CA $327
CA $609 total
includes taxes & fees
May 3 - May 4
Sun-Kissed Memories!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Florida Hotel Reviews

Find out more about Southwest Florida

Southwest Florida Condo Rentals information

Number of reviews
3,225
Accommodation
376 Condo Rentals
Lowest Price
CA $209
Highest Price
CA $629

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from CA $209 to CA $629 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 CA $209 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.

Explore a world of travel with Expedia