Southwest Florida Vacation Rentals

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Browse Select Southwest Florida Vacation Homes

Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, (191)
"They were so accommodating at Tropical Villas. As part of your stay you had beach chairs, beach umbrella, cooler, coffee pods, sand sifter, beach towels (all in your villa). On-site you have access to use bicycles and washer n dryer at no extra charge. The Elite Villa we stayed in had direct access to the enclosed bug free pool. Our room was extremly clean and reminiscent of old school Florida cottage. The grounds were lush and they even had a sweet little wild brown bunny who wondered around...
Tropical Villas of Venice Beach
Exterior
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
9.6 out of 10, Exceptional, (158)
"This property was true to pictures, very beautiful private beach, and the surrounding areas were very well maintained. Our host was exceptional, and our gorgeous rental was spotless.I would absolutely recommend this rental!!"
The price is CA $477
CA $1,119 total
includes taxes & fees
Jun 2 - Jun 3
Beachfront Paradise w/ Totally PRIVATE BEACH ON THE WATERFRONT , Bring your dog
On the beach
South Seas Beach Villa 2418 Coastal Luxury
9.8 out of 10, Exceptional, (59)
"The condo was adorable, it was clean, decorated so cute, had everything we needed. The beds were so comfortable, I loved my bathroom. Captiva is still recovering from hurricane Ian, but it’s still so beautiful!!!"
South Seas Beach Villa 2418 Coastal Luxury
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Fridge, microwave, oven, stovetop
Renovated snowbird-friendly home with private heated pool, pool spa, gas grill
9.0 out of 10, Wonderful, (27)
"Loved the open kitchin/ living room. Hosts responded q.uickly"
Renovated snowbird-friendly home with private heated pool, pool spa, gas grill
Beach nearby, beach towels
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
9.0 out of 10, Wonderful, (10)
"My daughter and her friends loved this rental and the close proximity to Anna Maria Island. A wonderful weekend to celebrate her birthday!"
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
Beach nearby, sun loungers, beach towels
Steps From Beach. Private entrance.
9.8 out of 10, Exceptional, (73)
"We had a great time, place was nice, so close to the beach, provided everything we needed for spending a weekend at the beach. We will definitely be back! Thanks so much for letting us stay at your place!"
Steps From Beach. Private entrance.
Beach nearby, sun loungers, beach towels
Sarasota-Indian Beach Zen Home (private-pet friendly)
9.8 out of 10, Exceptional, (13)
"We love the home. It was clean and perfect for us with our Labrador. Good location, close to beaches and main street. Great restaurants close by and we walked down two blocks to each the sunset. Will definitely come back."
Sarasota-Indian Beach Zen Home (private-pet friendly)
Outdoor pool, a heated pool
Comfy private home In Venice, Florida -Solar Heated Pool, Minutes From the Beach
10.0 out of 10, Exceptional, (112)
"Your house has a great layout, very comfortable and clean. The owners were very responsive and the location was very convenient to beaches, shopping and just about anywhere you wanted to go."
Comfy private home In Venice, Florida -Solar Heated Pool, Minutes From the Beach
Interior
Pet friendly renovated duplex 5 min drive from the beach
10.0 out of 10, Exceptional, (18)
"I loved the property, convenient to many locations, could easily get out to Anna Maria. Much better than staying at a Hotel, I will stay here again"
Pet friendly renovated duplex 5 min drive from the beach
Outdoor dining
Villa 1, Spacious, Hot Tub, Saltwater Htd Pool 136 reviews
10.0 out of 10, Exceptional, (139)
"We loved the property, especially pool, hot tub, bikes and kayaks. We would book this house again."
Villa 1, Spacious, Hot Tub, Saltwater Htd Pool 136 reviews
Beach
Sarasota Paradise 4 Home Near IMG And Siesta Key Beach
8.4 out of 10, Very good, (7)
"We had a great time! It was in an area with lots to do for older teens and adults. Shopping, restaurants were close. Communication with property manager was top notch. Easy check in and check out. Not much to do as far as check out. The only negative was noise from the highway but not too bad."
Sarasota Paradise 4 Home Near IMG And Siesta Key Beach
Property grounds
Waterfront Oasis Re-Done Throughout! 1 Mile From Winterberry Beach Access Pt
10.0 out of 10, Exceptional, (14)
"Fantastic great location "
Waterfront Oasis Re-Done Throughout! 1 Mile From Winterberry Beach Access Pt
A heated pool
Three block walk to beach, private pool, designer home
10.0 out of 10, Exceptional, (175)
"The property was very clean and met all of our needs. Plenty of room for up to six people. Having a pool onsite was a great option if we didn’t feel like walking to the beach, and access to a washer/dryer was a very nice perk. The host was extremely responsive prior to and during our stay."
Three block walk to beach, private pool, designer home
Beach
Waterfront Condominium
9.6 out of 10, Exceptional, (29)
"The view is second to none! Everything was set as the owner communicated it was. It was a very clean and nice property. It's not huge by any means but it's fine for a couple people. Will do again!"
Waterfront Condominium
Outdoor pool, a heated pool
Dockside Dream LOWER 1 Bd Suite pool & spa - close to Time Square & Beach
9.8 out of 10, Exceptional, (93)
"We enjoyed the property and Fort Myers Beach. Maria was a pleasure and easy to reach."
The price is CA $408
CA $761 total
includes taxes & fees
Jun 1 - Jun 2
Dockside Dream LOWER 1 Bd Suite pool & spa - close to Time Square & Beach
Property grounds
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just...
9.2 out of 10, Wonderful, (24)
"Lovely, well-kept home. All amenities available. Close proximity to beaches and restaurants."
The price is CA $135
CA $620 total
includes taxes & fees
May 29 - May 30
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just...
Beach nearby, sun loungers, beach towels
Rooftop Patio. WALK to everything. POOL LARGE SPA
9.8 out of 10, Exceptional, (129)
"We had a wonderful time. Very spacious."
The price is CA $476
CA $1,035 total
includes taxes & fees
May 29 - May 30
Rooftop Patio. WALK to everything. POOL LARGE SPA
Beach towels
LOCATION! Cute & Quiet Venice Villa 2 min walk to direct access to Golden Beach
10.0 out of 10, Exceptional, (69)
"Clean, comfortable, well supplied, quiet neighborhood, steps to beach."
LOCATION! Cute & Quiet Venice Villa 2 min walk to direct access to Golden Beach
Beach nearby, sun loungers, beach towels
🌟 STUNNING!- Game Room, Pool, Beaches & Full Remodel!
10.0 out of 10, Exceptional, (36)
"The property was gorgeous. In great condition. We had such a fun relaxing time. Close to the beach and other amenities."
🌟 STUNNING!- Game Room, Pool, Beaches & Full Remodel!
Fridge, microwave, oven, stovetop
Lakefront Oasis:Heated Saltwater Pool&Cozy Retreat
9.8 out of 10, Exceptional, (19)
"We were so thrilled to find this space for our family. We were going to Marco island and first wanted to spend some time exploring Fort Myers and wanted to extend our stay! Coming from Toronto this allowed for a direct flight vs many layovers. A quick drive from the airport with nothing you could need in between. The property was as expected. My son loved the pool and the video games :) The property was spacious and had more than we needed for our short stay. Communication was great and we...
The price is CA $100
CA $591 total
includes taxes & fees
Jun 10 - Jun 11
Lakefront Oasis:Heated Saltwater Pool&Cozy Retreat
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See all available properties in Southwest Florida
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.

Other property types in Southwest Florida

Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (553)
"Rooms and view were beautiful"
The price is CA $220
CA $246 total
includes taxes & fees
Jun 12 - Jun 13
The Suites at Fishermen’s Village- 2 Bedroom Suites
Beach/ocean view
Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1082)
"Found this property by chance. What a find!! So happy we did! Only a one night stay as we were traveling through but oh wish we could stay longer. We will be back! Thank you Ms. Annie for a warm welcome and thorough run down on the amenities (which includes beach chair/pool toy/umbrella closet for property guests- what a nice surprise 😃) The surrounding area is still very much in the recovery process from the recent hurricane hit, no fault of Edison. Neat, relaxed beach town feel- not too...
The price is CA $282
CA $315 total
includes taxes & fees
Jun 2 - Jun 3
Edison Beach House
Lobby
Bellasera Resort
4.0 star property
9.6 out of 10, Exceptional, (1927)
"This is second time we stayed at this property and i absolutely love it"
The price is CA $305
CA $376 total
includes taxes & fees
May 29 - May 30
Bellasera 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.

Southwest Florida Vacation Homes information

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