Search 105,200+ Vacation Rentals

Southwest Gulf Coast Vacation Rentals & Beach Rentals with Swimming Pool - 1450 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

1,450 Vacation rentals

Filters applied: Swimming pool

(2)

1 / 35

Naples House

  • 6
  • 16
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

$275

Excellent (2 reviews)

Book

from $275 / night

(2)

1 / 25

Cape Coral House

  • 4
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$115

Excellent (2 reviews)

Book

from $115 / night

(8)

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

$110

Excellent (8 reviews)

Book

from $110 / night

(6)

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

$115

Excellent (6 reviews)

Book

from $115 / night

(2)

1 / 29

Bradenton Condo

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

$110

Excellent (2 reviews)

Book

from $110 / night

1 / 37

Cape Coral Villa

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

$149

Book

from $149 / night

1 / 25

Cape Coral House

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

$135

Book

from $135 / night

(1)

1 / 8

Cape Coral Condo

  • 3
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoyed our two month stay in this end unit condo. Our contact person for the unit, Karen was exceptional in answering any and all questions. The pooch enjoyed her morning and evening walks up and down the canals. The pool was heated and the...”
- Review left on 03/11/2015

$72

Excellent (1 reviews)

Inquire

from $72 / night

(15)

1 / 24

Captiva Island House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“House was well maintained & decorated, beach in back of house within seconds, owner does need to invest in a wagon to haul beach items to beach. We had 10 / 5 adults & 5 kids. The pool/hot tub was a lifesaver on really hot days. Wonderful vacation”
- Review left on 07/20/2015

$179

Excellent (15 reviews)

Inquire

from $179 / night

(19)

1 / 40

Fort Myers Beach Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$245

Excellent (19 reviews)

Book

from $245 / night

1 / 27

Cape Coral Villa

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

$172

Book

from $172 / night

(1)

1 / 22

Cape Coral House

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

$100

Excellent (1 reviews)

Book

from $100 / night

(1)

1 / 12

Venice House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$93

Excellent (1 reviews)

Inquire

from $93 / night

(3)

1 / 8

Naples Condo

  • 3
  • 6
  • 30 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Ask about children
“We stayed here during the month of January and hated to go home. The condo is very comfortable and was equipped with everything we needed. Our favorite spot was the Lani, which we spent our mornings. Loved the pools, beaches and restaurant near by...”
- Review left on 02/06/2015

$67

Excellent (3 reviews)

Inquire

from $67 / night

(1)

1 / 17

Bonita Springs House

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

$175

Excellent (1 reviews)

Book

from $175 / night

1 / 21

Sarasota Condo

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $70 / night

(10)

1 / 17

Naples House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Amazing home equipped with everything you could need on your vacation. I look forward to coming back year after year. Very relaxing...”
- Review left on 07/02/2016

$186

Excellent (10 reviews)

Inquire

from $186 / night

1 / 37

Naples House

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

from $200 / night

(1)

1 / 25

Marco Island House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“House with a pool -- kids loved it. Everything was in working in order. House was well maintained and clean. Owner easily reachable, both with phone and email (replied within 24 hours each time). Location was great, close to Tigertail Beach (walking...”
- Review left on 07/01/2016

$207

Excellent (1 reviews)

Inquire

from $207 / night

1 / 32

Marco Island House

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

from $285 / night

1 / 10

Cape Coral House

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

$90

Book

from $90 / 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

$300

Excellent (4 reviews)

Book

from $300 / night

1 / 24

Marco Island House

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

from $256 / night

(32)

1 / 16

Fort Myers Beach House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Thank you Bob Matthews for your care in providing a most accommodating beach house for our family vacation. The cleanliness, location to the beach and many amenities of the house, especially the outdoor space - pool and spa were enjoyed by all. Our...”
- Review left on 05/08/2017

$143

Excellent (32 reviews)

Inquire

from $143 / night

1 / 34

Cape Coral Villa

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $157 / night

(9)

1 / 14

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

$105

Very Good (9 reviews)

Book

from $105 / night

(2)

1 / 34

Cape Coral House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house is beautiful, we loved the outdoor kitchen area. The weather was awesome and allowed us to make use of the porch and kitchen the week we were there. When we had questions we called Michelle and she answered them promptly. The beds were...”
- Review left on 01/11/2015

$150

Excellent (2 reviews)

Inquire

from $150 / night

1 / 35

Marco Island House

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

from $364 / night

(5)

1 / 17

Sarasota House

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This home is conveniently located adjacent to St. Armand's Circle for great shopping and restaurants as well as only 3 blocks walk to the public beach. The home is well maintained, clean, and has every amenity required for a prolonged stay. The...”
- Review left on 04/06/2015

$228

Excellent (5 reviews)

Inquire

from $228 / night

1 / 26

Marco Island House

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

from $321 / night

(1)

1 / 16

Naples Condo

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“In the morning we would get up and take the bikes to the beach. After a comfortable nights sleep you're ready to go. Walked on the beach. Ride back, kids might be up. (Kids 18 & 19) They loved the twin beds. Closet loaded with towels, chairs, noodles...”
- Review left on 01/08/2015

$97

Excellent (1 reviews)

Inquire

from $97 / night

1 / 40

Sarasota House

  • 6
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$550

Book

from $550 / night

(1)

1 / 34

Sarasota House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$206

Very Good (1 reviews)

Inquire

from $206 / 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

Excellent (1 reviews)

Inquire

from $321 / night

(4)

1 / 12

Port Charlotte Condo

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had a very pleasant vacation in Port Charlotte. Its the first time that we vacationed there. We've met and made many new friends from the North both US and Canada. We found that the residents were very kind if we asked for directions etc. they...”
- Review left on 05/08/2015

$40

Very Good (4 reviews)

Inquire

from $40 / night

(2)

1 / 12

Cape Coral Villa

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“the house was awesome the stay was teriffic ty for the stay looking forward to many more stays using this finder...”
- Review left on 01/18/2016

$107

Excellent (2 reviews)

Inquire

from $107 / night

(1)

1 / 13

Cape Coral House

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

$130

Excellent (1 reviews)

Inquire

from $130 / night

(1)

1 / 24

Fort Myers Beach Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“This condo is located on the quiet end of Fort Myers beach, great location because it was a short drive or trolley ride to both Lover's Key and Times Square. The view from the Lanai was incredible and the wildlife in the morning was spectacular. The...”
- Review left on 09/10/2016

$100

Excellent (1 reviews)

Inquire

from $100 / night

(2)

1 / 27

Marco Island House

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We stayed at this location last week (3/17 to 3/22/2016). We thoroughly enjoyed the house we were in and look forward to renting again next year. The neighborhood was awesome. Every aspect of the home was amazing. Loved the laundry room, the pool...”
- Review left on 03/28/2016

$243

Very Good (2 reviews)

Inquire

from $243 / 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

$343

Excellent (1 reviews)

Book

from $343 / night