Search Vacation Homes in Southwest Florida

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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 1024 Vacation Homes in Southwest Florida with updated reviews, rates, and availability.

Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (231)
"Great stay. Villa was clean and spacious and had everything you need including nice beach gear and beach towels. Beautiful tropical landscaping and nice pool area. Perfect location for walking to shops and restaurants on Venice Ave and short drive or bike ride to beach. Best place to stay in Venice!"
Tropical Villas of Venice Beach
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Fridge, microwave, oven, stovetop

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

8.0 out of 10, Very Good, (67)
"walk to sunset bar with great food, monkey bus will take you anywhere on island quickly!!"
The price is AED 1,102
AED 2,557 total
includes taxes & fees
15 May - 16 May
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Luxury Getaway in Cape Coral with heated Pool!
Smart TV, DVD player

Luxury Getaway in Cape Coral with heated Pool!

10.0 out of 10, Exceptional, (26)
"Everything was great, Roxanne and her husband were great hosts! House is clean and well stocked with everything that you need. Very nicely decorated, Would definitely stay again "
Luxury Getaway in Cape Coral with heated Pool!
Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!
Outdoor dining

Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!

9.8 out of 10, Exceptional, (100)
"Has everything you need for beach - chairs, coolers, etc. House very clean and well stocked."
Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
Marina

New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette

9.8 out of 10, Exceptional, (7)
"This unit was immaculate down to details with a comfortable bed and crystal clear large smart tv. Also, steps from the marina, pool, and dining. "
The price is AED 364
AED 692 total
includes taxes & fees
15 May - 16 May
New Waterfront Unit, Sleeps 4, Heated Pool, Gym, Tiki Bar & Grill, Kitchenette
Near Bean Point!! Short stays available! Heated Pool
Exterior

Near Bean Point!! Short stays available! Heated Pool

9.4 out of 10, Exceptional, (43)
"Great location, walking distance to beach. Quiet and relaxing. "
Near Bean Point!! Short stays available! Heated Pool
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Terrace/patio

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite

9.4 out of 10, Exceptional, (57)
"Proximty to anna maria island, cleanliness, responsive host. Should repair lanai screens "
The price is AED 389
AED 630 total
includes taxes & fees
19 May - 20 May
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quite
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches
Beach nearby, beach towels

Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches

9.8 out of 10, Exceptional, (53)
"Beautiful home. Has everything you need. Will stay here again. "
Heated Pool~Massive Spanish Home~Water Views~Sunset Deck~Grill~WIFI~Near Beaches
Private Oasis in Sarasota Florida
Indoor pool

Private Oasis in Sarasota Florida

10.0 out of 10, Exceptional, (33)
"Check in was easy and the back yard was perfect."
Private Oasis in Sarasota Florida
Luxury, Award-Winning Pool, All-Day Sun, Dock, Tiki Hut, Wheelchair Accessible
Outdoor pool, a heated pool

Luxury, Award-Winning Pool, All-Day Sun, Dock, Tiki Hut, Wheelchair Accessible

10.0 out of 10, Exceptional, (145)
"House was awesome.Swimming pool and sauna were also awesome.Everything about the stay was incredible."
Luxury, Award-Winning Pool, All-Day Sun, Dock, Tiki Hut, Wheelchair Accessible
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Smart TV, Netflix, streaming services

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

9.2 out of 10, Wonderful, (15)
"Calm neighborhood super quiet enjoyed my stay"
The price is AED 316
AED 837 total
includes taxes & fees
30 May - 31 May
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Luxury Villa - Heated Pool & Spa w/ Gulf Access on Wide Canal in SW Cape Coral
Property grounds

Luxury Villa - Heated Pool & Spa w/ Gulf Access on Wide Canal in SW Cape Coral

10.0 out of 10, Exceptional, (83)
"We loved the backyard being on the canal. Enjoyed spending time on the dock. Great pool and spa. Close to the stores and short drive to the restaurants at the Marinas/Cape Harbour."
Luxury Villa - Heated Pool & Spa w/ Gulf Access on Wide Canal in SW Cape Coral
Private pool House with Fountains & Beach Walkable
Beach nearby

Private pool House with Fountains & Beach Walkable

9.6 out of 10, Exceptional, (173)
"Comfortable home, great location. Venice is a nice town, good amenities. "
Private pool House with Fountains & Beach Walkable
The Bright Haven in Cape Coral
Interior

The Bright Haven in Cape Coral

9.0 out of 10, Wonderful, (6)
The price is AED 301
AED 614 total
includes taxes & fees
15 May - 16 May
The Bright Haven in Cape Coral
Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly
Miscellaneous

Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly

2.0 star property
9.8 out of 10, Exceptional, (7)
Cozy Casa Azul: 12 Min to Anna Maria, Private Pool, Screened Lanai, Modern Kitchen, Family Friendly
Luxe, waterfront home with pool, spa, dock & gorgeous backyard
TV, fireplace, books

Luxe, waterfront home with pool, spa, dock & gorgeous backyard

9.6 out of 10, Exceptional, (13)
"We had a great stay over Christmas! The pool and spa were used morning and night by the kids and adults! Love the outdoor area where the adults can relax while the kids swim! Can’t wait to go back!"
Luxe, waterfront home with pool, spa, dock & gorgeous backyard
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
Terrace/patio

Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

7.6 out of 10, Good, (9)
"The property was fun but what set this property apart from other stays was the property manager. Excellent communication and was very accomodating to my requests. I even had left something behind at the property and was assisted fully in recovering those items after leaving the property. Exceptional and above expectations!"
The price is AED 643
AED 1,824 total
includes taxes & fees
21 May - 22 May
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
Siesta Beach Getaway - Minutes to Beach, Shops, Dining
Interior

Siesta Beach Getaway - Minutes to Beach, Shops, Dining

9.4 out of 10, Exceptional, (14)
"Nice decor. Comfortable bedding. Perfect accommodations for our family of three adult couples. Owner’s suite had a spacious shower. Laundry room was equipped with nice washer/dryer. Spacious ranch home in quiet neighborhood. Convenient location. "
Siesta Beach Getaway - Minutes to Beach, Shops, Dining
Tropical paradise near the beach with enclosed private pool & lanai
Fridge, microwave, oven, stovetop

Tropical paradise near the beach with enclosed private pool & lanai

9.6 out of 10, Exceptional, (11)
"We found this property to be clean, to have a nice layout for two couples to stay, close to airport and downtown Punta Gorda."
Tropical paradise near the beach with enclosed private pool & lanai
Sea Breeze Palmetto Home. Heated Pool, 1.5 Block from Beach
Sun loungers, beach towels

Sea Breeze Palmetto Home. Heated Pool, 1.5 Block from Beach

10.0 out of 10, Exceptional, (117)
"My family and I enjoyed our stay at the house very much. It is very comfortable and also very close to a really nice beach!"
The price is AED 1,102
AED 2,207 total
includes taxes & fees
6 Jun - 7 Jun
Sea Breeze Palmetto Home. Heated Pool, 1.5 Block from Beach
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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Other property types in Southwest Florida

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4652)
"Great stay"
The price is AED 492
AED 639 total
includes taxes & fees
27 May - 28 May
Tropical Beach Resorts
Edison Beach House
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1332)
"Excellent location, friendly staff. "
The price is AED 646
AED 721 total
includes taxes & fees
21 May - 22 May
Edison Beach House
Anna Maria Beach Resort
On the beach, white sand, beach towels

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (202)
"This is a very good place to have relaxed days. The room was perfect, with all that we needed. The view was perfect. All the amenities help to have fun."
The price is AED 1,991
AED 2,520 total
includes taxes & fees
15 May - 16 May
Anna Maria Beach Resort
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.