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Southwest Gulf Coast Vacation Rentals & Beach Rentals with Swimming Pool - 1053 Rentals Available.

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1,053 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

(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

(1)

1 / 16

Venice House

  • 2
  • 4
  • Min stay varies
  • 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

$89.00

Excellent (1 reviews)

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from $89.00 / 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

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 / 20

Sarasota House

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

$146.00

Excellent (1 reviews)

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from $146.00 / 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

(7)

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 (7 reviews)

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from $160.00 / 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

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 / 16

Fort Myers Beach Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We stayed for a month and loved every minute of our stay. The condo is immaculate, well equipped and beautiful. Flippers restaurant is very convenient and has excellent food and service We enjoyed a 90 minute dolphin tour and it was well worth it....”
- Review left on 04/05/2017

$115.00

Very Good (3 reviews)

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from $115.00 / 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

(8)

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 (8 reviews)

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from $165.00 / night

1 / 28

Marco Island House

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

$322.00

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from $322.00 / night

(10)

1 / 17

Fort Myers Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had a wonderful time at the beach thanks to this perfect condo - stunning views, very clean and tastefully decorated. The owners were very accommodating providing everything we needed and more. The condo is situated at the quiet south end of the...”
- Review left on 11/16/2016

$121.00

Excellent (10 reviews)

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from $121.00 / 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

(13)

1 / 18

Fort Myers Beach House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had a very wonderful time at The Desert Rose!! The house lays out beautifully, the living quarters upstairs has awesome screen porches so gives tons of living space and beach is right down the street 3 min walk. Will be doing it again. The owner...”
- Review left on 12/05/2016

$300.00

Excellent (13 reviews)

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from $300.00 / 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

(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

$99.00

Very Good (2 reviews)

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from $99.00 / night

1 / 24

Fort Myers Beach Apartment

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

$99.00

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from $99.00 / night

1 / 24

Fort Myers Beach Condo

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$150.00

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from $150.00 / night

(9)

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 (9 reviews)

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from $118.00 / night

(3)

1 / 16

Bradenton House

  • 3
  • 6
  • Min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
“we rented this home for a week in July, the home is beautiful, it is equipped with every thing you could possibly need. the pool area was very relaxing and enjoyable. we loved the hone and would rent again...”
- Review left on 07/13/2014

$125.00

Excellent (3 reviews)

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from $125.00 / 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

(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 / 33

Marco Island House

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$500.00

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from $500.00 / night

(7)

1 / 22

Fort Myers Beach House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had a group of 12 and the house accommodated us well. My son loves to fish and the dock served the purpose. We rented kayaks and he fished the bay. Saw Dolphins, manatees, a turtle and stingray! We were able to watch from the dock or the screened...”
- Review left on 07/09/2016

$522.00

Excellent (7 reviews)

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from $522.00 / night

1 / 25

Cape Coral House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 32 mi
  • Swimming pool

$140.00

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from $140.00 / night

(9)

1 / 17

Sarasota Condo

  • 2
  • 5
  • Min stay varies
  • 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

1 / 8

Sarasota Condo

  • 1
  • 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

$49.00

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from $49.00 / 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

$150.00

Excellent (25 reviews)

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from $150.00 / 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

(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

(2)

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 (2 reviews)

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from $228.00 / night

(21)

1 / 15

Sarasota Condo

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“First time staying at this condo, and we were not disappointed! It was very clean and nicely decorated! It had everything that we needed for our week stay. The location was great! Close to the beach, pool, stores and Captain Curt's, which is a...”
- Review left on 11/28/2016

$153.00

Excellent (21 reviews)

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from $153.00 / 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

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

(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

(10)

1 / 20

Cape Coral House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“I don't normally take the time to do a review, come to think of it I never have. After staying here I just had to. NOTHING could have been better. Besides best home we've rented, Linda was such a pleasant person to talk with. We didn't need a thing,...”
- Review left on 02/26/2016

$100.00

Excellent (10 reviews)

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from $100.00 / night

1 / 24

Marco Island House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$200.00

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from $200.00 / night