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Southwest Gulf Coast Vacation Rentals & Beach Rentals with Swimming Pool - 1343 Rentals Available.

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1,343 Vacation rentals

Filters applied: Swimming pool

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

(1)

1 / 10

Bradenton Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Air conditioning
“Can't express how pleased we were with our stay this year. We are beyond happy and are looking forward to staying here hopefully every year...”
- Review left on 07/24/2016

$53.00

Excellent (1 reviews)

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from $53.00 / 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

(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

(8)

1 / 13

Englewood Cottage

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Quiet and peaceful neighborhood. But with short drives were able to visit popular places like Siesta Key Beach and more”
- Review left on 10/17/2017

$96.00

Excellent (8 reviews)

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from $96.00 / night

(1)

1 / 16

Captiva Island House

  • 4
  • 10
  • Min stay varies
  • 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

$465.00

Excellent (1 reviews)

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from $465.00 / night

(8)

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 (8 reviews)

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from $118.00 / night

(6)

1 / 27

Fort Myers Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“My husband and I loved this place. So much so that we are returning next month! It has an amazing view that is simply breathtaking The condo has plenty of everything you could need. The bed sheets are so luxurious, you will feel you are royalty...”
- Review left on 12/14/2016

$160.00

Excellent (6 reviews)

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from $160.00 / night

1 / 16

Marco Island Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$145.00

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from $145.00 / night

(5)

1 / 22

Marco Island Condo

  • 2
  • 6
  • Min stay varies
  • Nearest beach 0.7 mi
  • Swimming pool
  • Child friendly
“My family stayed at this condo and had the most wonderful time. The condo was as advertised. It was clean and had everything we needed. It was a short walk to the beach and also to Caxambas Park to fish. The pool was like our own private pool. The...”
- Review left on 10/21/2015

$71.00

Excellent (5 reviews)

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from $71.00 / 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

$99.00

Excellent (1 reviews)

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from $99.00 / 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

(8)

1 / 29

Cape Coral House

  • 3
  • 6
  • 7 nights min
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
“Everything was as advertised and the agent was extremely helpfull and super nice to work with . The house is updated and very comfortable and very clean. Would definitely recommend for couples or a family...”
- Review left on 04/13/2016

$93.00

Excellent (8 reviews)

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from $93.00 / night

(7)

1 / 16

Fort Myers Beach House

  • 3
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I went to Ft. Myers for a week long baseball tournament. I had a couple of must haves on my check list and this house met them all. I wanted a pool, 3 bedrooms, near the beach, and clean. This house was very clean upon arrival. The...”
- Review left on 08/07/2016

$214.00

Very Good (7 reviews)

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from $214.00 / night

1 / 26

Bradenton House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$158.00

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from $158.00 / night

(6)

1 / 28

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

1 / 23

Fort Myers Apartment

  • 2
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

$155.00

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from $155.00 / night

(12)

1 / 31

Fort Myers Beach Apartment

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$108.00

Excellent (12 reviews)

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from $108.00 / night

(11)

1 / 19

Port Charlotte House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“I stayed for 5 days and would rent this place again. The owner is very responsive and very quick to answer any questions or solve any issues. When we got there we noticed the pool was cooler than we expected. We've never had a pool and so didn't...”
- Review left on 11/13/2016

$125.00

Excellent (11 reviews)

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from $125.00 / 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 / 37

Cape Coral Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149.00

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from $149.00 / night

1 / 40

Marco Island House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$358.00

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from $358.00 / night

1 / 21

Marco Island House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$244.00

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from $244.00 / night

(15)

1 / 17

Cape Coral Villa

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We rented this wonderful home for a week and included the boat which we rented for several days as well. What made our stay so great was Margo and her husband worked with us on our days we needed not only on the home but the boat too! The view from...”
- Review left on 10/16/2016

$136.00

Excellent (15 reviews)

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from $136.00 / night

1 / 26

Marco Island House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$271.00

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from $271.00 / night

(1)

1 / 29

Marco Island House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This is a great rental property, the photos and property description do not do it justice. There is a new sectional in the living room, new sectional by the pool, new table and chairs by the pool. There are also 3 bikes, bike helmets, baby gates, 6...”
- Review left on 02/18/2016

$321.00

Excellent (1 reviews)

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from $321.00 / night

1 / 32

Marco Island House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$321.00

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from $321.00 / night

(20)

1 / 40

Fort Myers Beach Apartment

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

$235.00

Excellent (20 reviews)

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from $235.00 / night

(9)

1 / 17

Sarasota Condo

  • 2
  • 5
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had such a wonderful trip to Siesta Key! The condo was very nice. Beautifully decorated, very clean, and great location! Everything from booking it to checking out was very easy. Everything we needed was available to us, and more! Everybody...”
- Review left on 08/02/2016

$152.00

Excellent (9 reviews)

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from $152.00 / night

(6)

1 / 18

Sarasota Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
“We loved this affordable rental vacation spot! Everything was as explained and our family can't wait to visit again. We highly recommend this property...”
- Review left on 07/17/2016

$145.00

Very Good (6 reviews)

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from $145.00 / night

1 / 35

Marco Island House

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$465.00

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from $465.00 / night

(5)

1 / 37

Englewood Condo

  • 2
  • 5
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Almost Heaven is a perfect name for this place. Love the views and being able to walk right out onto the beach. We had a leak in the bathroom so I emailed the owner & within no time the maintenance crew was there & had it fixed. Will definitely stay...”
- Review left on 09/07/2016

$171.00

Excellent (5 reviews)

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from $171.00 / night

(9)

1 / 31

Sanibel Island Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This was our second visit to Sanibel. Our condo was comfortable, clean and beautifully decorated. The grounds were quiet and well maintained. The salt water pool was quiet and relaxing. I highly recommend this condo and complex. Only downside...”
- Review left on 12/19/2016

$239.00

Excellent (9 reviews)

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from $239.00 / night

(8)

1 / 25

Englewood Cottage

  • 1
  • 3
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My stay at the lemon bay cottage was wonderful! Marlene was a great help and the kitchen had the essentials for me to cook my meals and enjoy the sunrise and sunsets on the beautiful dock of the bay. The setup was great for 1 person or a couple and...”
- Review left on 09/07/2016

$96.00

Excellent (8 reviews)

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from $96.00 / night

1 / 29

Marco Island House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$222.00

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from $222.00 / night

(2)

1 / 39

Naples Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We had a great time at this house, its nice and updated. The layout was nice and having the pool was amazing. We did have a few issues with our stay. The main TV broke, which is I know is not the owners fault, but I had to adjust my schedule to wait...”
- Review left on 01/19/2014

$165.00

Very Good (2 reviews)

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from $165.00 / night

1 / 16

Bradenton House

  • 3
  • 5
  • 6 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly

$170.00

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from $170.00 / night

(4)

1 / 12

Bradenton House

  • 3
  • 6
  • 6 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“We enjoyed this house, and it was the warmest December on record! Went to the beach 3 times and the ocean was warm enough to swim in this year! Look forward to more trips to Florida...”
- Review left on 01/08/2016

$140.00

Very Good (4 reviews)

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from $140.00 / night

(1)

1 / 34

Bradenton Condo

  • 2
  • 6
  • 3 nights min
  • Nearest beach 12 mi
  • Swimming pool
  • Child friendly

$110.00

Excellent (1 reviews)

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from $110.00 / night

(4)

1 / 18

Fort Myers Beach Condo

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Thoroughly enjoyed our stay. Very comfortable enjoyed the lanai. Very friendly place to stay. Would recommend and would stay again...”
- Review left on 12/21/2016

$250.00

Excellent (4 reviews)

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from $250.00 / night