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Vacation Rentals & Villas in Cypress Pointe

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1,380 Houses

A home from home - luxurious, family-friendly home

Davenport villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 57 minutes

Price per night from

$119

Great rentals within 20 miles that match your search

Serene, Cozy, Relaxing Bird Sanctuary Home

New Port Richey house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$100

Waterfront Condo

Tampa apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$206

Seahorse Suite 1BR/1Bath with Forest View close to Beach

Largo hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$75

Flipper's Lagoon is a luxury three story waterfront pool home in Indian Rocks Be

Indian Rocks Beach house

4 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$459

NEW LISTING! Beautiful 2 bedrooms condo on the ground floor

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 31 minutes

Price per night from

$138

La Buena Vida II at Captains Cove...outstanding!!!

Indian Shores apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Very clean and comfortable. Walking distance to everywhere and a great view” Great place to stay. I felt very comfortable and relaxed, this place has a very beachy relaxing vibe in a prime location. You literally do not have to drive anywhere while you're here, everything I wanted was in walking distance!

Price per night from

$101

Perfect Location, Walk to Everything, All Suites Condo Motel, Full Kitchen

Clearwater hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 23 minutes

Price per night from

$147

Clearwater Beach Duplex

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$69

Blessed Address

Dunedin house

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$114

Amazing Sunset over Clearwater Beach

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$90

DESIGNER APARTMENT

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$86

Clearwater Florida area's best kept secret, GULF FRONT 80FT LAP POOL AND WIFI

Holiday house

3 bedrooms / 2 bathrooms / sleeps 7

“Afternoons by the pool” Our family loved this location and will most definitely come back. We enjoyed fishing off the dock, swimming in the pool, and watching the sunsets. Looking at birds and all the fish was so relaxing. There was more than enough room for our family (my wife and I, my parents, and our two daughters) in this cozy house. The location is 5-10 minutes from grocery stores, bait shops, and restaurants. The guided boat tour with Captain Todd is a must. Diane was great to deal with and made us feel right at home. We can’t wait to go back!

Price per night from

$285

****Cottage on the Water****

Indian Rocks Beach house

2 bedrooms / 1 bathroom / sleeps 5

“Loved this little piece of paradise!” Stayed her for a long weekend with my Mom and grandparents. It was the perfect place. Great view of the water right out the back door on the patio and just a short walk to beach. Cottage is adorable and welcoming with a homey feeling. Restaurants in walking distance. Will definitely be back!!

Price per night from

$342

PET-FRIENDLY, BEACH RENTALS IN PARADISE

Indian Rocks Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 7

“2 br condo” spacious, clean, well equipped, great location,very comfortable. Would want to definitely come back. Very great helpful owners

Responds fast! avg. 1 hour 32 minutes

Price per night from

$149

THE ROSE UNIT 702_Bchfrnt Penthouse Million$$View

Indian Shores condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$342

Beach Escape - Private Pool - Sleeps 20-24

Indian Rocks Beach house

6 bedrooms / 4 bathrooms / sleeps 20

Responds fast! avg. 1 hour 13 minutes

Price per night from

$601

Pete & Ron's Fun House

Tampa house

8 bedrooms / 7 bathrooms / sleeps 20

Price per night from

$569

Clean. Modern. PERFECT Location!

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$137

The Little Pink Guest Suite

Tampa studio

Studio / 1 bathroom / sleeps 3

Price per night from

$67

Vacation Rental Home Near Clearwater Beach Spacious 3 Bedroom 1700sqft With Yard

Clearwater house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 15 minutes

Price per night from

$177

Clearwater Avalon Palm 2 Bed. Vacation Condo

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

Price per night from

$132

Best IRB Location-Close to Restaurants and Shops 2

Indian Rocks Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

“Very lovely place” Large, well-appointed condo with easy walk to gulf. Had all we could ask for, including beach chairs, kids' beach toys and even a wagon to haul the gear. Lovely sitting out at night on the porch. Highlt recommended.

Price per night from

$183

Paradise at Grand Venezia 2BR 2BA 1140 sq ft of comfort

Clearwater condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$171

SPECTACULAR OCEAN VIEW WITH BALCONY

Indian Rocks Beach condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 50 minutes

Price per night from

$159

Sandy Shores Beach House - Beachfront Home

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 13 minutes

Price per night from

$456

Updated Downtown Dunedin Home - Walk to Cafes+More

Dunedin house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 5 minutes

Price per night from

$122

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 34 minutes

Price per night from

$98

IMMACULATE! THE CHATEAUX...DIRECT GULF FRONT, 1BR, LARGE BALCONY, SLEEPS 4!

Indian Shores condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$309

Welcome to the Mar Bay Motel & Suites

Safety Harbor hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$330

Villas of Clearwater Beach - A1 - Beachfront with a pool!

Clearwater condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 13 minutes

Price per night from

$288

Crystal Beach Paradise

Crystal Beach house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$399

Tampa Waterfront

Tampa apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$220

Loft Style Living in Downtown Tampa #206

Tampa apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 minutes

Price per night from

$112

"Coral Dive" spacious 2BD 2 BA in Clearwater Florida #1 beach

Clearwater apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$126

Gulf Retreat I: Spectacular views, luxury comfort

Indian Shores condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$132

Luxurious, Family Beach Home w/Rooftop Terrace

Clearwater house

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$434

Luxury Estate with Resort Style Pool

Lutz house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$858

Viewing 38 of 1,380
rentals in Cypress Pointe

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