Vacation Rentals with Pool in Southwest Gulf Coast

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Filtering by: Swimming pool

5,963 vacation rentals

(15) Excellent 

20

Waterfront ground level 1bedroom - Mariner Pointe 951

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Price per night from

$142

Responds fast!
avg. 1 hour 1 minutes

Price per night from

$142

(13) Excellent 

49

Southern exposure home with over-sized pool &!!!

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly
“All you need get-away house” Really great place to stay that has everything you need. Very very clean house, large open living room/kitchen area. Pool has immaculate, nice little seating area and BBQ to use. Plenty of towels, blankets, pots & pans and
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Price per night from

$115

Price per night from

$115

(19) Excellent 

27

Beautiful Private 3 Bedroom Pool Home in South Fl

Southwest Gulf Coast / Port Charlotte

Port Charlotte house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
“comfortable house, quiet” The house is well equipped and comfortable. It is quiet, close to shopping and provides a good starting point for excursions.
…see more

Price per night from

$87

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$87

(37) Excellent 

54

AWARDED TOP RENTAL BY TRIPADVISOR 3 YEARS RUNNING

Southwest Gulf Coast / Cape Coral

Cape Coral villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Exceeded our expectations, a Awesome!” We thoroughly enjoyed our stay at Villa Asure. Spent time mostly swimming in the warm pool, watching sunsets from the dock, grilling and cocktails. Loved the lush plantings surrounding the home! So beautiful w
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Price per night from

$116

Price per night from

$116

(1) Excellent 

18

House Baltic Sea

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$178

Price per night from

$178

(4) Excellent 

29

Paradise in Cape Coral II- Luxurious Private Pool

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$120

Price per night from

$120

(8) Excellent 

29

Marina Villa #905 Dolphin Sights Daily, Pool, 3 min. walk to Beach -Many extras!

Southwest Gulf Coast / Captiva Island

Captiva Island apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$161

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$161

(11) Very Good 

35

Old Naples Luxury Cottage - Walk to 5th & Beach !

Southwest Gulf Coast / Naples

Naples house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Fab House, Fab Stay , Naples Great as ever.” We know Naples of old. What made our stay this time, was the fab Catterbox Cottage, great location, the right feel, the right decor and luxury level of comfort and facilities. Using a UK expression, the h
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Price per night from

$471

Responds fast!
avg. 25 minutes

Price per night from

$471

(7) Very Good 

25

Villa Savannah Dawn w/ Heated Pool/Canal/Boat Lift

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
“Dec 7 / Jan 7” We are here for one month and have found the home to be very clean and well kept. Very centrally located. We have family in Cape Coral and will enjoy Christmas with them this year. Thanks for taking such good care of your rentals to mak
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Price per night from

$120

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$120

4

Marriott Marco Island FL 2 BR 2 BA Ocean-Front Crystal Shores Villa Summer 2019

Southwest Gulf Coast / Marco Island

Marco Island villa

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$400

Responds fast!
avg. 48 minutes

Price per night from

$400

(1) Excellent 

26

Stunning 3BR Bonita Springs House w/Private Pool!

Southwest Gulf Coast / Bonita Springs

Bonita Springs house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Very Nice” My husband and I rented this house for 7 days for our youngest son's wedding in Bonita Springs,FL, the house was very clean, and big enough for our oldest son and his family, plus my mother. The beds were comfortable, plenty room for all of
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Price per night from

$88

Responds fast!
avg. 10 minutes

Price per night from

$88

(21) Excellent 

34

THE PARADISE COTTAGE- Exclusive location!

Southwest Gulf Coast / Fort Myers Beach

Fort Myers Beach house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Homie keys feel on the west coast!” Absolutely a beautiful, relaxing home :) this house is filled with everything you need from a pool, full kitchen with all cooking supplies, to washer and dryer, as well as a large jacusi bath tub. Beach and intraco
…see more

Price per night from

$300

Price per night from

$300

(10) Excellent 

11

Bismark - 3br/2ba private pool/spa home near beach

Southwest Gulf Coast / Bonita Springs

Bonita Springs house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“VERY HAPPY” I want to say thank you to Gary! The home is very clean and comfortable and has everything you need to enjoy your stay. It's a perfect location to do so much while your on vacation. The neighborhood is well kept and quiet. Thank you for ac
…see more

Price per night from

$229

Price per night from

$229

(1) Excellent 

17

Burnt Store Harbor Towers - above the trees - Gulf & Sunset View!

Southwest Gulf Coast / Punta Gorda

Punta Gorda condo

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$80

Price per night from

$80

19

Villa Florida Flair - Enjoy the feel of relaxation and coziness

Southwest Gulf Coast / Cape Coral

Cape Coral villa

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$92

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$92

(61) Excellent 

27

Beachfront Sundial B407, panoramic Gulf views

Southwest Gulf Coast / Sanibel Island

Sanibel Island apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Can't Beat This One” This condo located on the 4th floor (buildings limited to 4 stories on Sanibel Island) offers excellent views of the Gulf of Mexico. The condo is located, literally 100 steps from the beach and a two minute walk to the pool. This
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Price per night from

$185

Price per night from

$185

27

GOLFING, POOL, AND VACATION!

Southwest Gulf Coast / Naples

Naples house

3 6 7 nights min

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

Price per night from

$171

Price per night from

$171

(1) Excellent 

15

Penthouse Studio Great View of Canals, and Gulf of Mexico, 5 min walk to beach!

Southwest Gulf Coast / Bonita Springs

Bonita Springs studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$109

Responds fast!
avg. 10 minutes

Price per night from

$109

(17) Excellent 

15

Fresh and Bright, Ground Floor Condo, No Stairs.

Southwest Gulf Coast / Naples

Naples apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
“We felt like we were in Hawaii!!” Location was ideal. Closeness to pool was very important to us. Quietness from road traffic/noise was exceptional. Look forward to returning next winter.
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Price per night from

$79

Price per night from

$79

(9) Excellent 

42

Marco Getaway BRAND NEW Luxury 4BR 2 Story Villa

Southwest Gulf Coast / Marco Island

Marco Island house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Fantastic” There were six of us and we all agree that Doug's home was absolute incredible. Each of the four bedrooms has it's own bath. There are flat screen TVs everywhere. You reach the roof via a spiral staircase where you have a 360 incredible vi
…see more

Price per night from

$285

Responds fast!
avg. 1 hour 25 minutes

Price per night from

$285

(1) Excellent 

24

Tranquil Cape Coral House with Private Lanai&Pool!

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$126

Responds fast!
avg. 14 minutes

Price per night from

$126

(1) Excellent 

73

Shorewalk Entire Condo 2/2 1st FL 15 min to Beach

Southwest Gulf Coast / Bradenton

Bradenton condo

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 6 mi
  • Swimming pool
  • Child Friendly

Price per night from

$89

Responds fast!
avg. 1 hour 4 minutes

Price per night from

$89

28

1 bedroom cottage with pool and walk to the beach

Sarasota / Lido Key

Lido Key cottage

1 6 1 night min

  • 1 bedroom
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$344

Price per night from

$344

(7) Excellent 

17

Villa Florida – Canal Front with Boat Dock

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly
“Great house , great vacation .” We stayed at Villa Florida for one week in June 2014 and had a wonderful time . The house is very well appointed and the photos are accurate . Couldn't imagine needing anything else . The lanai area is beautiful and the
…see more

Price per night from

$135

Price per night from

$135

(9) Excellent 

39

3bd, Wide Water View, Newly Renovated & Furnished

Southwest Gulf Coast / Marco Island

Marco Island house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
“Great vacation home with all amenities” "We were looking for a vacation rental on Marco Island which would have all the things we were looking for namely a convenient, but quiet, location, a heated pool, plenty of space and comfortable sleeping accomm
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Price per night from

$240

Price per night from

$240

29

Villa Spain - Florida vacation living at it's best in the SW of Cape Coral

Southwest Gulf Coast / Cape Coral

Cape Coral villa

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$115

24

All-Suite 2BR on the Beach w/Spectacular Sunset Views - Hot Tub & Heated Pool

Southwest Gulf Coast / Fort Myers Beach

Fort Myers Beach condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$255

Price per night from

$255

(31) Very Good 

18

Sanibel Island Florida

Southwest Gulf Coast / Sanibel Island

Sanibel Island apartment

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“"A vacation to remember!!!"” This was the perfect vacation!!!! The minute you walked into the place, you could feel the warmth and relaxation, but most importantly this apartment was clean, which is a must!!! You immediately get the beachy, but yet ni
…see more

Price per night from

$135

Price per night from

$135

(1) Excellent 

8

A luxury four bedroom house, with S/W facing Pool

Southwest Gulf Coast / Port Charlotte

Port Charlotte house

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$165

Price per night from

$165

(9) Excellent 

16

CAPE CORAL FLORIDA WATERFRONT HOME

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child Friendly
“Ms.” What a lovely House! We were treated to top of the line everything. The view from the lanai is lovely. We spotted a manatee and a gator. The weather was iffy for the pool and it took a while to figure out the control panel for the pool and spa.
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Price per night from

$196

Responds fast!
avg. 2 hours 46 minutes

Price per night from

$196

32

Bonita Beach - 4 BR Beach House w/ huge Pool/Spa

Southwest Gulf Coast / Bonita Springs

Bonita Springs house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$825

Responds fast!
avg. 1 hour 51 minutes

Price per night from

$825

(3) Excellent 

23

Weekly rentals OK, 5 Minutes to beach, renovated, $600 per wk off season rates

Southwest Gulf Coast / Marco Island

Marco Island condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$86

Price per night from

$86

36

Walk to Crescent Beach, Wifi, Community Pool, Pool, Large Townhouse, Private Lau

Southwest Gulf Coast / Sarasota

Sarasota house

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$94

Responds fast!
avg. 8 minutes

Price per night from

$94

(16) Very Good 

42

Marco Island Vaction Home near Tigertail Beach

Southwest Gulf Coast / Marco Island

Marco Island house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
“Very restful” Had a great two weeks in Marco at this Home. Home is very nice and in an ideal location. The owner is two houses away and the few times I had to contact him about something he responded promptly. The owner, Rudolf was very cordial. Enjoy
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Price per night from

$157

Responds fast!
avg. 3 hours 4 minutes

Price per night from

$157

(10) Excellent 

35

Sea N Stars Renovated Sleeps 10 in Beds

Southwest Gulf Coast / North Captiva Island

North Captiva Island house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$214

Price per night from

$214

(5) Excellent 

43

Your own private mini beachfront resort with pool, guest house & private beach

Southwest Gulf Coast / Fort Myers Beach

Fort Myers Beach house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$735

Responds fast!
avg. 1 hour 27 minutes

Price per night from

$735

(4) Excellent 

23

Very Nice with Excellent view and Access to Resort Amenities, B3322A

Southwest Gulf Coast / Placida

Placida villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Paradise found!” Although we were there for just a few days - it was the most relaxing and comfortable stay we've had in a long time. Staff was accomodating and pleasant. Our room was comfortable and clean and the view was priceless! Can't wait to go
…see more

Price per night from

$285

Price per night from

$285

28

Coquina Beach 4D - Just 201 Steps to the Beach!!!!

Southwest Gulf Coast / Sanibel Island

Sanibel Island apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$144

Responds fast!
avg. 12 minutes

Price per night from

$144