Search Condo Rentals in Southwest Florida

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 429 Condo Rentals in Southwest Florida with updated reviews, rates, and availability.

Captiva Beach Resort
Front of property - evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1096)
"Close to beach and pool ."
The price is AED 658
AED 869 total
includes taxes & fees
1 Jun - 2 Jun
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, (411)
"Very nice quiet and clean. "
The price is AED 470
AED 531 total
includes taxes & fees
5 Jun - 6 Jun
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, (253)
"Great location and very friendly staff. "
Holiday Inn Club Vacations Sunset Cove Resort by IHG
Tradewinds Beach Resort
Private beach nearby, sun loungers, beach towels

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (376)
"Staff was friendly and welcoming. Location was amazing. Pool was very nice. Very pleasant stay. Will be back!"
Tradewinds Beach Resort
Anna Maria Sunsets - studio
Sun loungers, beach towels

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (226)
"Compact but functional and comfortable. Great for a getaway to get you "beach fix.""
The price is AED 367
AED 847 total
includes taxes & fees
5 Jun - 6 Jun
Anna Maria Sunsets - studio
Updated bayside condo with heated pool - across the street from the beach
Property grounds

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

9.2 out of 10, Wonderful, (86)
"Had a great stay. Highly recommend "
The price is AED 393
AED 1,247 total
includes taxes & fees
8 Jun - 9 Jun
Updated bayside condo with heated pool - across the street from the beach
Palm Bay Club Private Balcony Beach Side
Pool

Palm Bay Club Private Balcony Beach Side

2.0 star property
8.4 out of 10, Very Good, (7)
"Overall very nice but noisy due to construction!"
Palm Bay Club Private Balcony Beach Side
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Exterior

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

10.0 out of 10, Exceptional, (34)
"Wonderful place and great location for a beach trip."
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Stunning Gulf views! Pointe Santo Updated - 2BD 2BATH
Outdoor pool, a heated pool

Stunning Gulf views! Pointe Santo Updated - 2BD 2BATH

Stunning Gulf views! Pointe Santo Updated - 2BD 2BATH
~ WE ARE OPEN! ~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~
On the beach, sun loungers, beach towels

~ WE ARE OPEN! ~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~

10.0 out of 10, Exceptional, (79)
"Perfect spot to make your vacation anything you want.It was amazingly quiet but a short walking venture could get you nice music being played surrounded by friendly people."
~ WE ARE OPEN! ~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~
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 AED 466
AED 2,175 total
includes taxes & fees
15 Jun - 16 Jun
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 AED 551
AED 1,314 total
includes taxes & fees
1 Jun - 2 Jun
Anna Maria Island - 2/1
Sundial A301- Gorgeous Beachfront Condo at Sundial Sanibel
2 bedrooms, iron/ironing board, WiFi, bed sheets

Sundial A301- Gorgeous Beachfront Condo at Sundial Sanibel

10.0 out of 10, Exceptional, (2)
"Beautiful unit, great location. Definitely recommend."
Sundial A301- Gorgeous Beachfront Condo at Sundial Sanibel
SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Property grounds

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

3.0 star property
10.0 out of 10, Exceptional, (105)
"Very nice accomodations!"
SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
⭐️Too Nice to Rent ~ Luxury end unit on beach with monster ocean & city views 🌊👀☀️
Outdoor pool, a heated pool

⭐️Too Nice to Rent ~ Luxury end unit on beach with monster ocean & city views 🌊👀☀️

10.0 out of 10, Exceptional, (75)
"Great place to stay with friends with separate bedroom and bathroom."
⭐️Too Nice to Rent ~ Luxury end unit on beach with monster ocean & city views 🌊👀☀️
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
Beach nearby, sun loungers, beach towels

Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

9.2 out of 10, Wonderful, (64)
"The host was very attentive. The place was in a good location and was very clean."
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
Anna Maria Sunsets - studio
Property grounds

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (206)
"Very nice little condo! Not a huge space but plenty of room for two. Loved the shower! "
The price is AED 367
AED 847 total
includes taxes & fees
4 Jun - 5 Jun
Anna Maria Sunsets - studio
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
On the beach, sun loungers

1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets

9.6 out of 10, Exceptional, (150)
"Excellent location right on the beach! Quiet and relaxing. The property provides beach loungers and you can bring your own umbrella or rent one for the day or your stay. Our unit was on the 2nd floor and liked that there were 2 Queen Beds in the one bedroom. Furnishings were a little worn around the edges, but was comfortable and had all we needed for cooking and even a cooler for the beach, "
1 BR/1 BA Condo on Siesta Key .Sleeps 4.Heated pools.Tennis courts.WIFI. No pets
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)
"Very nice beachfront and pool is nice as well"
The price is AED 882
AED 1,706 total
includes taxes & fees
11 Jun - 12 Jun
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
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
Sign in
Sign up, it's free

Frequently asked questions

How much do condos in Southwest Florida cost?
Condos in Southwest Florida range from AED 367 to AED 882 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.
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.
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.