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Southwest Gulf Coast Vacation Rentals & Beach Rentals with Swimming Pool - 1440 Rentals Available.

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1,440 Vacation rentals

Filters applied: Swimming pool

(6)

1 / 27

Port Charlotte House

  • 2
  • 6
  • Min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Ask about children
“From the minute you pull into the driveway, you are amazed by the beautiful curb appeal of this home.The privacy that surrounds this property gives you all the peace and quiet anyone could ask for. The house is decorated beautifully with all the...”
- Review left on 06/20/2017

$80.00

Excellent (6 reviews)

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from $80.00 / night

(2)

1 / 22

Cape Coral House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$125.00

Excellent (2 reviews)

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from $125.00 / night

1 / 10

Cape Coral House

  • 3
  • 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$90.00

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from $90.00 / night

(20)

1 / 45

Fort Myers Beach Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$236.00

Excellent (20 reviews)

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from $236.00 / night

(4)

1 / 25

Cape Coral House

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
“This house and everything in it were just outstanding! I never expected it to be soo equipped. Everything was so comfortable. I would definitely rent this place again! I traveled from NJ and this home just blew my mind. Our whole family enjoyed the...”
- Review left on 10/31/2017

$115.00

Excellent (4 reviews)

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from $115.00 / night

(1)

1 / 51

Naples House

  • 3
  • 6
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
“Loved this Beach House, it was close to all amenities and close to Vanderbilt and Wiggins State park beaches. The heated saltwater pool and spa we loved so much ! and the house was so comfortable and beautifully decorated. We will definitely be...”
- Review left on 11/15/2017

$185.00

Excellent (1 reviews)

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from $185.00 / night

(26)

1 / 10

Sarasota Guest house

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
“My husband and I stayed in Joyce and Jeff's beautiful guest apartment for two weeks. Everything was perfect inside and out. The property was immaculate and the owners included extra touches that went above and beyond. While we spent most of our time...”
- Review left on 08/09/2017

$100.00

Excellent (26 reviews)

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from $100.00 / night

(7)

1 / 24

Sarasota House

  • 2
  • 6
  • 1 night min
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
“We stayed at Camelot Lakes in Sarasota, FL in Sudbury House. The house was clean, the A/C worked well, the kitchen was well equipped, there was a lanai for sitting outside. The community and people were great. This was a gated community which I...”
- Review left on 05/02/2016

$115.00

Very Good (7 reviews)

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from $115.00 / night

(2)

1 / 30

Sarasota House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“If you are considering renting a condo for your trip to Siesta Key, don't. Rent Casita Sol. I'm not sure how spacious it is compared to nearby condos, but I can tell you that you won't get two awesome outdoor living spaces (front and back) when you...”
- Review left on 06/15/2016

$170.00

Excellent (2 reviews)

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from $170.00 / night

(2)

1 / 20

Sarasota House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We had a great time once we knew all the logistics of the place. Great weather warm and sunny. My kind of time. Definitely will go again...”
- Review left on 10/16/2016

$170.00

Excellent (2 reviews)

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from $170.00 / night

(1)

1 / 16

Venice House

  • 2
  • 4
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“If your are looking for a great place to stay with a beautiful pool, tropical landscape, friendly neighborhood, private beach access, walking distance to a park with trails and tennis courts, do I need to say more. We have stayed at other places in...”
- Review left on 07/11/2014

$100.00

Excellent (1 reviews)

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from $100.00 / night

(14)

1 / 26

Cape Coral Villa

  • 3
  • 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We come to Florida every year and book different rental properties. This house was by far the most AMAZING house we have ever rented!!! Absolutely beautiful! The owner was awesome and fast at responding. I would recommend this house to everyone...”
- Review left on 09/02/2016

$100.00

Excellent (14 reviews)

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from $100.00 / night

(25)

1 / 24

Bradenton House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
“The location of this house is really outstanding. We enjoyed being on the river, watching the beautiful sunsets daily, watching birds come and go into the inlets. It is a private place within a lovely subdivision with lakes and riverfront. We also...”
- Review left on 02/02/2017

$130.00

Excellent (25 reviews)

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from $130.00 / night

1 / 43

Sarasota House

  • 3
  • 10
  • 7 nights min
  • Nearest beach 11 mi
  • Swimming pool
  • Child friendly

$150.00

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from $150.00 / night

(14)

1 / 21

Naples Villa

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I have been travelling to the USA since 1976, the majority of these visits have been spent in Florida. My youngest daughter who was one year old when she first came with us, is now 36 and lives in Naples. During this time we have rented...”
- Review left on 08/05/2016

$70.00

Excellent (14 reviews)

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from $70.00 / night

1 / 49

Sarasota House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$310.00

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from $310.00 / night

(4)

1 / 22

Fort Myers Beach House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Our stay at Siesta Isle was wonderful. The house is beautiful and supplied with everything anyone would need during a stay. The location is perfect for activities on or off the island The pool and the large dock are great features that we took...”
- Review left on 10/07/2015

$350.00

Excellent (4 reviews)

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from $350.00 / night

(1)

1 / 35

Sarasota House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My wife, two boys and I stayed here for a week for my wife and sons birthday. We had a great time and everything was as advertised. The pool and beach are right there, the house was cozy and everything was great. We even had cupcakes waiting upon our...”
- Review left on 05/23/2016

$170.00

Excellent (1 reviews)

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from $170.00 / night

(2)

1 / 16

Bonita Springs House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Easy contact and easy to set up. House was as pictured, great location, great pool, well maintained. Great for a family. Spacious. Updated Kitchen. Will stay again. Very easy access, not a problem I would highly recommend. Any questions feel free to...”
- Review left on 01/05/2017

$200.00

Very Good (2 reviews)

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from $200.00 / night

(4)

1 / 24

Marco Island House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I enjoyed this fabulous home. Our expectations were exceeded and we enjoyed all the amenities the house had to offer. Each room was tastefully decorated and felt comfortable. The beach was easily accessible and all the equipment for a...”
- Review left on 03/02/2017

$500.00

Excellent (4 reviews)

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from $500.00 / night

(1)

1 / 16

Captiva Island House

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had the most satisfying beach vacation while staying at "Love Birds Nest" on Captiva Island. The pictures of the property on the web site did not do this property justice. The panoramic views of the gulf from almost every room in the house were...”
- Review left on 07/29/2009

$500.00

Excellent (1 reviews)

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from $500.00 / night

(60)

1 / 30

Rotonda West Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Me and my wife spent our honeymoon here and we had a blast!. The house itself was immaculate and very cozy. Everything was perfect for us! The pool was amazing as well as the privacy surrounding it. Paul and Wendy were great host, they gave us a...”
- Review left on 07/29/2017

$90.00

Excellent (60 reviews)

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from $90.00 / night

(3)

1 / 23

Marco Island House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“we stayed a wonderful place it was clean and very roomy walk out and you can see the water were the dolphins were swinning the sunset was asowme everyone around there were ver gracious and friendly usually when we go there the owners come in and...”
- Review left on 01/09/2015

$228.00

Excellent (3 reviews)

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from $228.00 / night

(6)

1 / 42

Marco Island House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We enjoyed ten relaxing days in this lovely home in mid-May. Every aspect of the property is tastefully and thoughtfully designed. There was absolutely nothing that we lacked to make our vacation complete! This kitchen is better equipped than my...”
- Review left on 05/24/2018

$193.00

Excellent (6 reviews)

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from $193.00 / night

(9)

1 / 13

Punta Gorda Villa

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“All round excellence - fantastic location First rate accomodation suitable for all age groups couldn't fault anything about this villa...”
- Review left on 07/11/2016

$165.00

Excellent (9 reviews)

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from $165.00 / night

(4)

1 / 29

Bradenton Condo

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$110.00

Excellent (4 reviews)

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from $110.00 / night

(10)

1 / 13

Rotonda West Villa

  • 3
  • 6
  • Min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
“Our stay in the rotunda rental was everything we could have asked for and more. The home was very spacious and well equipped,we needed nothing but our own food and beverages. It was close enough to our favorite beach and beach bar so we were...”
- Review left on 12/24/2015

$85.00

Excellent (10 reviews)

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from $85.00 / night

(10)

1 / 23

Cape Coral House

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 24 mi
  • Swimming pool
“Could not believe the price for this georgeous home! Centrally located and the cruise to the gulf...beautiful. Up to date everything. The lay out is like......this is perfect...”
- Review left on 04/29/2014

$118.00

Excellent (10 reviews)

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from $118.00 / night

(12)

1 / 12

Englewood House

  • 3
  • 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“I stayed here with my sisters and enjoyed ourselfs. It was lovely and a very quiet neighborhood. I would definitely rent here again...”
- Review left on 10/25/2016

$110.00

Very Good (12 reviews)

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from $110.00 / night

(13)

Certificate of Excellence

1 / 24

Venice House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Certificate of Excellence

“We stayed at this home for the month of March and were very happy with our stay. The home had everything we needed and the owner was very quick to respond to any of our questions both before and during our stay.The house is furnished in a bright...”
- Review left on 04/07/2015

$100.00

Excellent (13 reviews)

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from $100.00 / night

(8)

1 / 15

Sarasota Condo

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“I can't say enough good things about this property. The location was great, close to the beach and an easy walk into the village. I don't think I have ever stayed anywhere that was so clean! They have every amenity available. We stayed for an...”
- Review left on 02/25/2015

$245.00

Excellent (8 reviews)

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from $245.00 / night

(6)

1 / 29

Bonita Springs House

  • 3
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
“The home was very nice and we really enjoyed the pool and canal. It was not cleaned when we arrived. We spent several hours cleaning it up. However, midweek I did get an email from the owner apologizing. I do feel that the cleaning fee I paid should...”
- Review left on 08/05/2016

$100.00

Very Good (6 reviews)

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from $100.00 / night

(7)

1 / 55

Sarasota House

  • 2
  • 4
  • Min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Ask about children
“This is our fourth or fifth year that we have come to the villa in December we absolutely love it . There is so much to do there are tennis courts & communal pool, there is a mall around the corner plenty of publix & a short drive to the beach. The...”
- Review left on 12/29/2016

$70.00

Very Good (7 reviews)

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from $70.00 / night

(6)

1 / 28

Marco Island Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Our vacation at Tower 4 #1907 was an awesome week. The condo has been recently updated and was perfect for our family (2 college daughters). The beach was pristine and was an absolute seashell heaven for collecting. We even saw a manatee one morning...”
- Review left on 07/12/2016

$128.00

Excellent (6 reviews)

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from $128.00 / night

(2)

1 / 16

Sarasota Condo

  • 2
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
“We rented this two bedroom listed as a Condo, it is really two adjoining hotel rooms with kitchenettes. Nice accommodations, however the shower heads could be a little higher not convenient for taller people. Great view, right on Marina, close to the...”
- Review left on 01/23/2015

$100.00

Very Good (2 reviews)

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from $100.00 / night

1 / 32

Bradenton Villa

  • 2
  • 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$100.00

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from $100.00 / night

(8)

1 / 25

Rotonda West Villa

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Gulf Tranquility surpassed our expectations and the owners were really helpful and extremely easy to deal with. The house is very well equipped and is maintained to a very high standard. Situated in peaceful location with a pool that is particularly...”
- Review left on 08/09/2014

$115.00

Excellent (8 reviews)

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from $115.00 / night

(2)

1 / 18

Sarasota Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The condo was perfect for our stay. Plenty of room to spread out and everyone had their own space. Highly recommend...”
- Review left on 07/22/2015

$95.00

Excellent (2 reviews)

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from $95.00 / night

1 / 24

Englewood House

  • 3
  • 8
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly

$120.00

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from $120.00 / night

(3)

1 / 51

Cape Coral House

  • 4
  • 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We spent 2 weeks holiday with 9 people in this house. Already the booking and the definite received documents were made very professional. This gave a very good picture already before the departure. On our arrival we met a fully furnished and...”
- Review left on 05/01/2017

$120.00

Excellent (3 reviews)

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from $120.00 / night