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Vacation Homes in the Clearwater Area near the Beach

Large selection of Vacation Homes in Clearwater, book your Rental here and save!

Many properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Clearwater Florida visit the perfect getaway.

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Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 10

#75 Summer Sunset Point Home by Joyful Moments

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
7 Bedrooms 5 Bath(s) Sleeps 18

Clearwater Beach! 7 Bedrooms 5 Bath Pool home

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 5

1955 House of the Rising Sun-Just over Bridge to Beach

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 6

Heated Pool Home Dunedin/CLW Steps to Intercoastal

Clearwater Private vacation home

Private Rental Home Star 4.3 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 6

Snowbird-Friendly Home with Private Pool, WiFi, & Central AC - Dogs OK

Clearwater Private vacation home

Private Rental Home Star 3.6 Star Review

Clearwater, Florida
4 Bedrooms 3 Bath(s) Sleeps 15

Dinner + 3 Days Free When You Book 7!!

Clearwater Private vacation home

Private Rental Home Star 4.0 Star Review

Clearwater, Florida
4 Bedrooms 2 Bath(s) Sleeps 8

Waterfront w/ POOL private house in Clearwater -Sandpiper

Clearwater Private vacation home

Private Rental Home Star 4.7 Star Review

Clearwater, Florida
5 Bedrooms 6 Bath(s) Sleeps 15

Seaspray Clearwater Beach
America’s Best Beach

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 6

3/3 Pro-Billiards, Pool, Piano, Water View from Front Deck

Clearwater Private vacation home

Private Rental Home Star 4.6 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 8

Fabulous Beach House At Clearwater Beach Pet Friendly

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 10

Cozy Clearwater 3 Bedroom Home, 4 miles from beach. w/Game Room!

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
6 Bedrooms 6 Bath(s) Sleeps 18

$4 million home! Ask about specials!

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 9

A Beautiful Oceanfront View home in Clearwater Beach with heated pool.

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 8

3BR 3BH CORNER LOT - CLEARWATER - CENTRALLY LOCATED - CLOSE TO EVERYTHING

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 6

Spacious Townhouse with a Pool

Clearwater Private vacation home

Private Rental Home Star 4.9 Star Review

Clearwater, Florida
6 Bedrooms 4 Bath(s) Sleeps 19

Spacious HOME sleep 19+ w/ heated POOL, LAKE VIEW (Long Bow)

Clearwater Private vacation home

Private Rental Home Star 4.9 Star Review

Clearwater, Florida
5 Bedrooms 3 Bath(s) Sleeps 17

Vacation Home w/ billiard game room and sleep up to 16 people with heated pool.

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
4 Bedrooms 2 Bath(s) Sleeps 11

Unique house w/ heated pool near Clearwater Beach Florida (Winfield)

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 7

Pool house near Clearwater Bch & Phillies' field (Oakdale)

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 6

Cozy House- 5 miles to the Famous Clearwater Beach (Lantana)

Clearwater Private vacation home

Private Rental Home Star 4.9 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 9

Toucan Luxury Oasis - Heated POOL and SPA

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 9

Clearwater House By Beach Huge Home with SPA Sleeps 9- Best Beach in America

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
4 Bedrooms 4 Bath(s) Sleeps 16

Beach Getaway! Four Stylish Units, Pool, Near Sunsets at Pier 60, Bar

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 12

Walk to Beach! Three Great Units! Complimentary Buffet Breakfast, Pool

Clearwater Private vacation home

Private Rental Home Star 3.0 Star Review

Clearwater, Florida
1 Bedrooms 1 Bath(s) Sleeps 4

Friends and Family Gulf Getaway! Close to Sunsets at Pier 60, Pool

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
2 Bedrooms 2 Bath(s) Sleeps 7

Luxury 2 story loft house 15min to CLW beach

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
2 Bedrooms 1 Bath(s) Sleeps 4

“NEW” Sunset Oasis/Minutes to beaches

Clearwater Private vacation home

Private Rental Home Star 4.8 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 10

Water Front Home in Clearwater

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
6 Bedrooms 6 Bath(s) Sleeps 15

5/3.5 Waterfront House on Clearwater Beach Sleeps 12+ 5 min walk to beach

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
4 Bedrooms 4 Bath(s) Sleeps 16

Walk to Beach! Four Great Units! Complimentary Buffet, Breakfast, Pool, Bar

Clearwater Private vacation home

Private Rental Home Star 4.7 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 12

3 Great Suites fit for families! Pool, Near Sand Key Park, Restaurant and Bar!

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
4 Bedrooms 4 Bath(s) Sleeps 16

Rare Find! Four Family-Friendly Units, Pool, Restaurants and Bar

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
2 Bedrooms 2 Bath(s) Sleeps 8

Two Great Units, Pool, Near Clearwater Beach, Restaurant and Bar!

Clearwater Private vacation home

Private Rental Home Star 1.0 Star Review

Clearwater, Florida
1 Bedrooms 1 Bath(s) Sleeps 4

Wonderful Vacation! Pet Friendly, Complimentary Buffet Breakfast, Outdoor Pool

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
2 Bedrooms 2 Bath(s) Sleeps 8

Two Great Suites fit for families! Pool, Near Sand Key Park, Restaurant and Bar!

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 12

Beach Family Escape! 3 Comfortable Units, Onsite Pool, Near Sunsets at Pier 60

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
4 Bedrooms 4 Bath(s) Sleeps 16

Wonderful Vacation Stay! 4 Modern Suites, Complimentary Buffet Breakfast, Pool

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 12

Great for Groups! 3 Stylish Units! Dining, Beach, Dolphin Encounter, Bar, Pool!

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 8

?The Cozy Coastal Retreat Just Minuets From The Beach! ?

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
4 Bedrooms 7 Bath(s) Sleeps 17

A Sunset Dream - Monthly Beach Rental

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
2 Bedrooms 2 Bath(s) Sleeps 4

The Bungalow on Betty

Clearwater Private vacation home

Private Rental Home Star 4.9 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 8

NEW- Waterfront Townhome w/ Pool/SlipBoat - GREAT LOCATION !

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
2 Bedrooms 2 Bath(s) Sleeps 4

The Cove - Bungalow with a Private Pool and Bikes!

Clearwater Private vacation home

Private Rental Home Star 4.9 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 8

Beautiful Remodeled House - Outdoor Pool & screened Florida Room

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 8

Waterfront Beachhouse Steps Away from Nation's #1 Beach

Clearwater Private vacation home

Private Rental Home Star 4.8 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 8

Clearwater Beach Townhome on water walk to beach shops/Restaurants

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
2 Bedrooms 2 Bath(s) Sleeps 5

CLEARWATER PRIVATE RETREAT FOR YOUR FAMILY...IN GROUND SALT WATER POOL.

Clearwater Private vacation home

Private Rental Home Star 4.9 Star Review

Clearwater, Florida
3 Bedrooms 3 Bath(s) Sleeps 8

RESORT STYLE WATERFRONT OASIS W/ 3 BR with boat slip!!!

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 6

Clearwater Beach Home 100 Steps To The Gulf Dog Friendly

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
2 Bedrooms 2 Bath(s) Sleeps 8

NEW-Clearwater Beach? spotless, pet-fenced yard! 2 min walk to beach!

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
2 Bedrooms 1 Bath(s) Sleeps 4

Beautiful Castaway Cottage! 2 bed/1 bath and pet friendly!

Clearwater Private vacation home

Private Rental Home Star 4.2 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 10

☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 9

Heated POOL Oasis DOG/FAMILY Welcome! 6mi-BEACHES & 2mi to DWTN! Fast/Free WI-FI

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
2 Bedrooms 2 Bath(s) Sleeps 7

⭐️Perfect for Families & Groups⭐️7mi-Beach/DWTN? BBQ⭐️Fire-Pit⭐️Dogs Welcome!

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 1 Bath(s) Sleeps 6

This house is in a great location close to the beach and other amenities.

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
4 Bedrooms 3 Bath(s) Sleeps 9

Chic Clearwater Home w/ Backyard Space & Fire Pit!

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 9

Remote Work, Family Friendly, Rec Room, Nature Walks - Spacious Home for 8+

Clearwater Private vacation home

Private Rental Home

Clearwater, Florida
4 Bedrooms 3 Bath(s) Sleeps 8

Waterfront pool home near beach

Clearwater Private vacation home

Private Rental Home Star 4.5 Star Review

Clearwater, Florida
4 Bedrooms 3 Bath(s) Sleeps 10

4BR 3BA pool house in Clearwater area (Misty)

Clearwater Private vacation home

Private Rental Home Star 5.0 Star Review

Clearwater, Florida
3 Bedrooms 2 Bath(s) Sleeps 6

Beautiful Clearwater home!

Vacation Rentals by Owner in Clearwater Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through . With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for places to rent in Clearwater.

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