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Search 105,200+ Vacation Rentals

Vanderbilt Beach Vacation Rentals & Beach Rentals with Swimming Pool - 214 Rentals Available.

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214 Vacation rentals

Filters applied: Swimming pool

1 / 26

Vanderbilt Beach House

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children

$142.00

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from $142.00 / night

1 / 30

Vanderbilt Beach House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children

$172.00

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from $172.00 / night

1 / 14

Vanderbilt Beach House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$184.00

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from $184.00 / night

1 / 15

Vanderbilt Beach Condo

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children

$84.00

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from $84.00 / night

1 / 20

Vanderbilt Beach Condo

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

$401.00

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from $401.00 / night

1 / 20

Vanderbilt Beach Condo

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$167.00

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from $167.00 / night

1 / 22

Vanderbilt Beach Log cabin

  • 3
  • 5
  • min stay varies
  • Swimming pool
  • Ask about children

$117.00

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from $117.00 / night

1 / 20

Vanderbilt Beach Condo

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$250.00

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from $250.00 / night

1 / 20

Vanderbilt Beach House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$125.00

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from $125.00 / night

1 / 15

Vanderbilt Beach House

  • 3
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

$286.00

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from $286.00 / night

1 / 22

Vanderbilt Beach House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$250.00

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from $250.00 / night

1 / 15

Vanderbilt Beach House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$201.00

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from $201.00 / night

1 / 16

Vanderbilt Beach House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

$201.00

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from $201.00 / night

1 / 25

Vanderbilt Beach House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$201.00

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from $201.00 / night

1 / 17

Vanderbilt Beach House

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$183.00

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from $183.00 / night

1 / 23

Vanderbilt Beach House

  • 2
  • 2
  • 30 nights min
  • Swimming pool
  • Child friendly

$150.00

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from $150.00 / night

1 / 23

Vanderbilt Beach Condo

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Child friendly

$187.00

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from $187.00 / night

1 / 29

Vanderbilt Beach Condo

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$215.00

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from $215.00 / night

1 / 16

Vanderbilt Beach Condo

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly

$150.00

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from $150.00 / night

Your search has been expanded 18.1 miles to include more rentals

(4)

1 / 20

Naples Condo - 2.7 miles away

  • 3
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 35 minutes

“This lovely condo is situated in a quiet and safe community, with easy access to anywhere. Close to beaches (10 minute drive, and easy bike ride), shopping and restaurants. There is a fantastic gym within a few minutes walk, as well as restaurants...”
- Review left on 03/23/2016

$119.00

Excellent (4 reviews)

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from $119.00 / night

(10)

1 / 48

Fort Myers Beach Condo - 12.4 miles away

  • 2
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 3 hours 24 minutes

“My husband and two boys 7 and 9 spent our 2 week xmas break at the Riviera. The location is really nice, because it's at the south end of the island away from seasonal traffic and crowded beaches. It's a much nicer clientele at that end too. Publix...”
- Review left on 01/06/2017

$224.00

Excellent (10 reviews)

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from $224.00 / night

(3)

1 / 39

Naples Villa - 6 miles away

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

$229.00

Very Good (3 reviews)

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from $229.00 / night

(9)

1 / 15

Bonita Springs House - 6.5 miles away

  • 3
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool

Responds fast! Avg. 2 hours 31 minutes

“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

$201.00

Very Good (9 reviews)

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from $201.00 / night

(2)

1 / 16

Bonita Springs House - 6.6 miles away

  • 3
  • 6
  • 14 nights min
  • Nearest beach 4 mi
  • 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

$344.00

Very Good (2 reviews)

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from $344.00 / night

(2)

1 / 51

Naples House - 0.1 miles away

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“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 back...”
- Review left on 11/15/2017

$250.00

Excellent (2 reviews)

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from $250.00 / night

(11)

1 / 16

Naples Villa - 8.4 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This is one of the best locations I have been at! The host is very nice and helpful! The house was clean and organized! The beach was about 15 minutes by car. The pool was only a short walk away and the house was at a great place, close to stores....”
- Review left on 06/04/2022

$126.00

Excellent (11 reviews)

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from $126.00 / night

(2)

1 / 36

Naples House - 0.1 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

$241.00

Excellent (2 reviews)

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from $241.00 / night

(4)

1 / 37

Fort Myers Beach House - 18.1 miles away

  • 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

$401.00

Excellent (4 reviews)

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from $401.00 / night

(5)

1 / 35

Naples House - 1.2 miles away

  • 6
  • 16
  • min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“Great place! Spacious house and fully equipped with beach supplies, kitchen gadget and everything your family needs. Affordable price. Wish the house had more TVs though...”
- Review left on 06/06/2019

$974.00

Excellent (5 reviews)

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from $974.00 / night

1 / 12

Naples Condo - 8.1 miles away

  • 2
  • 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$344.00

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from $344.00 / night

1 / 15

Naples Condo - 8.6 miles away

  • 2
  • 4
  • 120 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

Responds fast! Avg. 2 hours 41 minutes

$199.00

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from $199.00 / night

(2)

1 / 17

Naples House - 9 miles away

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 0 minutes

$207.00

Excellent (2 reviews)

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from $207.00 / night

(16)

1 / 24

Naples Villa - 8.4 miles away

  • 2
  • 6
  • 21 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 59 minutes

“The inside decor is exactly like the photos and super comfortable. Some rental property interiors can look tired and worn, NOT this place. I could not find any damage, flaws, scuffs, etc. You can tell great pride has gone into decorating and...”
- Review left on 05/07/2021

$148.00

Excellent (16 reviews)

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from $148.00 / night

(7)

1 / 25

Fort Myers Beach Condo - 11.5 miles away

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 1 hour 18 minutes

“This place as it all the views and friendly people. The unit we stayed in was very nice. would stay here again...”
- Review left on 03/02/2017

$229.00

Excellent (7 reviews)

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from $229.00 / night

(17)

1 / 66

Naples House - 8.2 miles away

  • 3
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
“My husband and I stayed at this gorgeous home in January 2018. This house was like a home away from home with everything we could possibly need including bikes and all beach accessories . The community is very nice and there are many lakes to ride...”
- Review left on 01/20/2018

$340.00

Excellent (17 reviews)

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from $340.00 / night

1 / 28

Naples House - 7.1 miles away

  • 3
  • 8
  • 7 nights min
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly

$174.00

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from $174.00 / night

1 / 15

Fort Myers Beach House - 16.4 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 8 minutes

$916.00

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from $916.00 / night

1 / 18

Naples Condo - 4 miles away

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Ask about children

$201.00

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from $201.00 / night

1 / 28

Naples House - 0.1 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children

$172.00

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from $172.00 / night

1 / 15

Golden Gate Condo - 4.8 miles away

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children

$101.00

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from $101.00 / night