Search 105,200+ Vacation Rentals

Gulf Coast Central Florida Vacation Rentals & Homes with Swimming Pool - 485 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

485 Vacation rentals

Filters applied: Swimming pool

(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)

Inquire

from $53.00 / night

(11)

1 / 12

Indian Shores Condo

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Let me begin by saying that I have never used a rent-by-owner program before. After this experience, I most definitely will, and hopefully to return to this lovely place. Jeannie was easy to communicate with, and everything was as expected when we...”
- Review left on 06/10/2015

$115.00

Very Good (11 reviews)

Inquire

from $115.00 / night

(18)

1 / 11

Indian Rocks Beach Condo

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Condo was comfortable and clean. Great view of the ocean. We love this area and have vacationed there for the last 10 years...”
- Review left on 09/15/2016

$220.00

Very Good (18 reviews)

Book

from $220.00 / night

(14)

1 / 24

St. Pete Beach Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The views from the patio are incredible! The sunsets are so beautiful and you can hang out and watch the dolphins go by. Only a short walk to the ocean. Paradise at St Pete Beach...”
- Review left on 03/16/2017

$187.00

Very Good (14 reviews)

Book

from $187.00 / night

(8)

1 / 27

Hudson House

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“I found this house to be everything advertised and then some. I was pleased to be able to use the pool at this time of year and found outside area to be very relaxing. As for the house itself everything appeared to be very new and remodeled. All...”
- Review left on 01/21/2017

$225.00

Excellent (8 reviews)

Inquire

from $225.00 / night

1 / 16

Bradenton House

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

$170.00

Book

from $170.00 / night

(5)

1 / 18

Siesta Key Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$307.00

Excellent (5 reviews)

Inquire

from $307.00 / night

(33)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
“Excellent property with lot of parking, laundy on site and warm water in the pool, which was really appreciated on the cooler dates, speacially by the kids. Close walk to a white sandy beach was on asset. Condo was very spacious and full equipped. We...”
- Review left on 01/02/2013

$101.00

Excellent (33 reviews)

Book

from $101.00 / night

(1)

1 / 25

Longboat Key Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The condo is much larger and much more upscale then the pictures actually show. The location on the resort site makes for an excellent vacation, no noise, close to pool and fitness Center. The direction left by the owner re everything was exact and...”
- Review left on 01/04/2015

$58.00

Excellent (1 reviews)

Inquire

from $58.00 / night

(2)

1 / 20

Holmes Beach Townhouse

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoyed this house. It was just a short walk to the beach. It was the perfect size for our family of four. The decorations were very pretty and beachy! The pool and outside landscaping was gorgeous! It came supplied with a beach wagon which was a...”
- Review left on 04/21/2016

$225.00

Excellent (2 reviews)

Inquire

from $225.00 / night

(11)

1 / 22

Bradenton House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was lovely ~ spacious, clean, comfortable, & convenient to everything. The pool was great. Neighborhood was quiet ~ loved looking out over the lake. Great view from the living room. This was perfect for me and my family and we had...”
- Review left on 05/31/2016

$130.00

Very Good (11 reviews)

Inquire

from $130.00 / night

(1)

1 / 24

Inverness Villa

  • 4
  • 8
  • 3 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly

$114.00

Excellent (1 reviews)

Book

from $114.00 / night

(11)

1 / 27

Tampa House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 26 mi
  • Swimming pool
  • Child friendly

$250.00

Excellent (11 reviews)

Book

from $250.00 / night

(9)

1 / 15

Madeira Beach Townhouse

  • 2
  • 4
  • 7 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“I have stayed at Townhouse 343 for several years and have recommended it to several of my friends and co-workers. Neither I, nor any of my friends have ever been disappointed. The owners are hospitable and think of every detail to make your stay...”
- Review left on 10/08/2016

$93.00

Very Good (9 reviews)

Book

from $93.00 / night

(4)

1 / 24

Indian Shores Condo

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We stayed here for the March break with our extended family. The pictures actually do not do it justice, it is very beautiful ! We are so happy to have lucked in to such a wonderful condo on the beach! The views are breath taking and the beach is...”
- Review left on 04/02/2016

$250.00

Excellent (4 reviews)

Inquire

from $250.00 / night

(21)

1 / 11

Holmes Beach Townhouse

  • 2
  • 6
  • Min stay varies
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child friendly
“This was my family's first visit to Anna Maria Island and it won't be our last. We loved the beaches, restaurants, and amazing sunsets. The Gulf View Townhouse was clean and centrally located, and it was an added bonus to have a pool on the...”
- Review left on 07/19/2016

$175.00

Very Good (21 reviews)

Book

from $175.00 / night

(2)

1 / 17

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We stayed at Sand Dollar 102 and loved it! It was very spacious, gulf front and we saw beautiful sunsets. The condo was well maintained and had everything we needed. The location is good and we found plenty to do. I definitely would stay here again...”
- Review left on 01/24/2016

$200.00

Excellent (2 reviews)

Inquire

from $200.00 / 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)

Book

from $99.00 / night

(1)

1 / 19

Holmes Beach Cottage

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We couldn't have asked for a better AMI rental. I've stayed at others, but have finally found one I will stay at again (and again!) Don't worry about not being directly on the beach, because you are just a few steps away! It was wonderful to have our...”
- Review left on 04/07/2016

$300.00

Excellent (1 reviews)

Inquire

from $300.00 / night

(2)

1 / 11

Palm Harbor Condo

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“When we found this condo, it almost sounded too good to be true, but I have to say it exceeded our expectations! the Innisbrook Property is outstanding. Well maintained, excellent amenities and just a beautiful place to be for many activities. Our...”
- Review left on 03/06/2016

$129.00

Excellent (2 reviews)

Book

from $129.00 / night

(10)

1 / 12

Indian Shores Townhouse

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Beautiful condo, very well stocked, comfortable and cozy! We all loved it and would definitely consider renting it again if we come back to Florida! Thank you Rob...”
- Review left on 07/21/2015

$90.00

Excellent (10 reviews)

Inquire

from $90.00 / night

(2)

1 / 25

Holmes Beach Townhouse

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$426.00

Excellent (2 reviews)

Inquire

from $426.00 / night

(2)

1 / 22

Anna Maria House

  • 8
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This house is simply amazing. There is nothing that could be improved upon. The house is gorgeous, clean, and very welcoming. The pool was the bomb as was the hot tub in the evenings! The best part of the pool is that it has all day sun which...”
- Review left on 04/22/2016

$599.00

Excellent (2 reviews)

Inquire

from $599.00 / night

(6)

1 / 12

St. Petersburg Condo

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly
“We thoroughly enjoyed our stay in this beautiful condo overlooking Boca Ciega Bay.. Very clean, comfortable home, what a nice view of the bay with dolphins regularly swimming by! The owner, Ken, was stellar to deal with, all our needs were totally...”
- Review left on 05/21/2016

$100.00

Excellent (6 reviews)

Inquire

from $100.00 / night

(2)

1 / 18

Holmes Beach House

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
“We had a wonderful vacation. Absolutely loved this rental home. Everything you need is there. My family loved the pool and having beach chairs & sand toys on hand was an added bonus. Can't wait to book our next vacation in the same home...”
- Review left on 05/04/2016

$199.00

Excellent (2 reviews)

Inquire

from $199.00 / night

(19)

1 / 39

Ruskin House

  • 2
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This is our second time staying here. Very comfortable very nice area. We were visiting our son who is at the University of Tampa. Even though it is about a 30 minute drive to campus it is nice to be out of the city where it's quiet with a nice...”
- Review left on 10/05/2016

$115.00

Excellent (19 reviews)

Book

from $115.00 / night

(3)

1 / 26

Hernando Beach Apartment

  • 1
  • 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Pet friendly

$100.00

Very Good (3 reviews)

Inquire

from $100.00 / night

1 / 52

Indian Rocks Beach House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$199.00

Book

from $199.00 / night

1 / 20

Siesta Key Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$300.00

Inquire

from $300.00 / night

(3)

1 / 29

Ruskin Townhouse

  • 3
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Town house was everything we expected, location is peaceful , our family enjoyed water sports, tennis, beach volleyball...”
- Review left on 01/05/2017

$165.00

Very Good (3 reviews)

Book

from $165.00 / night

(1)

1 / 34

Treasure Island Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250.00

Excellent (1 reviews)

Book

from $250.00 / night

1 / 17

Indian Shores Condo

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$179.00

Book

from $179.00 / night

1 / 21

Madeira Beach Condo

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$230.00

Book

from $230.00 / 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)

Inquire

from $152.00 / night

(21)

1 / 27

Treasure Island House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We had such a great time. Beautiful home, quiet, saw Dolphins, our son and husband fished and we enjoyed the pool and hottub.also close to everything. We definitely would recommend and will be back. It was a great vacation...”
- Review left on 08/17/2016

$250.00

Excellent (21 reviews)

Inquire

from $250.00 / night

(10)

1 / 21

Madeira Beach Cottage

  • 1
  • 4
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“i stayed in this darling cottage for nearly 4 months and it felt like home. cottage is decorated with lots of color and beachy cheer, has a little porch, private yard and cute picket fence, with parking just outside the fence and a friendly coffee...”
- Review left on 01/31/2017

$85.00

Excellent (10 reviews)

Book

from $85.00 / night

(3)

1 / 8

Bradenton Villa

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“House was a great location for our Needs. Very Clean and spacious. Heated Pool was a great asset.. Would have liked a bigger more useable grill...”
- Review left on 02/23/2017

$165.00

Very Good (3 reviews)

Inquire

from $165.00 / night

(6)

1 / 30

Treasure Island Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Lovely place to stay! Everything you could want. We have spent several yrs. in Treasure Island and this is the beast place to stay...”
- Review left on 03/16/2017

$225.00

Excellent (6 reviews)

Inquire

from $225.00 / night

(4)

1 / 26

Tampa Manor house

  • 8
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 37 mi
  • Swimming pool

$595.00

Excellent (4 reviews)

Book

from $595.00 / night

(12)

1 / 26

Treasure Island Condo

  • 1
  • 3
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Car not necessary
“My wife and I stayed in Sunset Cove for 9 nights in December. It was the perfect home away from home with a VERY clean, neat condo just a 1 minute walk from the gorgeous Sunset Beach on Treasure Island. The location was perfect and the complex was...”
- Review left on 12/13/2016

$70.00

Excellent (12 reviews)

Book

from $70.00 / night