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Holiday homes in Clearwater You’ll Love

Top-Rated Clearwater Holiday homes for Every Budget and Style!

Looking for a holiday home in Clearwater (Florida)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Clearwater.

We found 290 Holiday-homes in Clearwater and the surrounding area (within 20 miles)

The Villa Verde - Luxury Clearwater by BlueBellaEstate in Largo, USA

The Villa Verde - Luxury Clearwater by B...

Villa in Largo near Clearwater, Florida , 12245 68th Street
The Villa Verde - Luxury Clearwater by BlueBellaEstate is a recently renovated villa in Largo where guests can make the most of the garden and barbecu...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment

Good 3 Reviews 7.3

from $243.60 Show details »

Waterfront Resort, Heated Pool, Hot Tub, Game Room in Largo, USA

Waterfront Resort, Heated Pool, Hot Tub,...

Villa in Largo near Clearwater, Florida , 12692 Pineway Drive, Largo, FL 33773
Offering water sports facilities, Waterfront Resort, Heated Pool, Hot Tub, Game Room offers accommodations in Largo.
  • Pets allowed

Passable 2 Reviews 5.5

from $282.67 Show details »

COZY Retreat HEATEDpool Home Close 2 Beaches in Largo, USA

COZY Retreat HEATEDpool Home Close 2 Bea...

Villa in Largo near Clearwater, Florida , 3296 Harbor Lake Drive
Providing a garden, COZY Retreat HEATEDpool Home Close 2 Beaches features accommodations in Largo.
  • Parking
  • Pets allowed
  • Bar
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $98.00 Show details »

Chic & Cozy 3 Bed/2 Bath House Near Beaches in Largo, USA

Chic & Cozy 3 Bed/2 Bath House Near Beac...

Villa in Largo near Clearwater, Florida , 1395 Lake Avenue Southeast
Featuring a garden, Chic & Cozy 3 Bed/2 Bath House Near Beaches offers accommodations in Largo.
  • Parking
  • Family rooms

Exceptional 2 Reviews 10.0

from $234.73 Show details »

FULL Game Room · Swim SPA · BBQ · Beach 2.5Miles ! in Largo, USA

FULL Game Room · Swim SPA · BBQ · Beach...

Villa in Largo near Clearwater, Florida , 1056 Madison Street
A recently renovated villa, FULL Game Room · Swim SPA · BBQ · Beach 2.5Miles! offers accommodations in Largo.
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming Pool

no reviews

from $95.00 Show details »

Private 3 bedroom waterfront Villa with pool in Clearwater Beach, USA

Private 3 bedroom waterfront Villa with...

Villa in Clearwater Beach near Clearwater, Florida , 323 Harbor Drive South
Private 3 bedroom waterfront Villa with pool offers accommodations in Clearwater Beach, a 7-minute walk from Belleair Beach and 0.9 miles from Indian ...
  • Parking
  • Sauna
  • Outdoor pool
  • Swimming Pool

Very good 1 Reviews 8.0

from $245.60 Show details »

The Blue Villa - Luxury Clearwater by BlueBellaEstate in Largo, USA

The Blue Villa - Luxury Clearwater by Bl...

Villa in Largo near Clearwater, Florida , 1349 Regina Drive West
The Blue Villa - Luxury Clearwater by BlueBellaEstate offers accommodations in Largo, 3.3 miles from Pier 60 and 11 miles from Johns Pass.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 12 Reviews 8.4

from $260.96 Show details »

Heated pool & jetted spa -- mins to beach in Clearwater, USA

Heated pool & jetted spa -- mins to beac...

Villa in Clearwater, Florida , 1368 Stratford Drive
Providing a garden, Heated pool & jetted spa -- mins to beach features accommodations in Clearwater.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming Pool

Exceptional 3 Reviews 10.0

from $81.00 Show details »

Heated pool home with TIKI HUT 5 Miles 2 CLW beach in Clearwater, USA

Heated pool home with TIKI HUT 5 Miles 2...

Villa in Clearwater, Florida , 1339 Irving Avenue
Heated pool home with TIKI HUT 5 Miles 2 CLW beach offers accommodations in Clearwater, 3.5 miles from Pier 60 and 14 miles from Johns Pass.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming Pool

no reviews

from $59.00 Show details »

The Pink Flamingo Heated Pool Oasis! 12min from CL Beach in Clearwater, USA

The Pink Flamingo Heated Pool Oasis! 12m...

Villa in Clearwater, Florida , 1301 Highfield Drive
The Pink Flamingo Heated Pool Oasis! 12min from CL Beach offers accommodations in Clearwater, 3.8 miles from Pier 60 and 14 miles from Johns Pass.
  • Parking
  • Pets allowed
  • Swimming Pool

no reviews

from $76.00 Show details »

Paradise Cove Townhome 145-3 - Premium Waterfront Community in Clearwater Beach, USA

Paradise Cove Townhome 145-3 - Premium W...

Villa in Clearwater Beach near Clearwater, Florida , 145 Brightwater Dr Unit 3
Paradise Cove Townhome 145-3 - Premium Waterfront Community is located in Clearwater Beach, just a 7-minute walk from Clearwater Beach and 3 miles fro...
  • Parking
  • Restaurant
  • Swimming Pool

Fabulous 2 Reviews 9.0

from $282.37 Show details »

Resort Style 3 BR Waterfront Oasis w/ boat slip* in Clearwater Beach, USA

Resort Style 3 BR Waterfront Oasis w/ bo...

Villa in Clearwater Beach near Clearwater, Florida , 182 Brightwater Drive 2
Providing a garden, Resort Style 3 BR Waterfront Oasis w/ boat slip* features accommodations in Clearwater Beach.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming Pool

no reviews

from $79.00 Show details »

Belle Harbor 74W 3 Story-Townhouse steps to the beach in Clearwater Beach, USA

Belle Harbor 74W 3 Story-Townhouse steps...

Villa in Clearwater Beach near Clearwater, Florida , 505 Mandalay Ave
Belle Harbor 74W 3 Story-Townhouse steps to the beach is located in Clearwater Beach, just 2.8 miles from Pier 60 and 16 miles from Johns Pass.
  • Parking
  • Fitness centre
  • Swimming Pool

no reviews

from $84.00 Show details »

Elegant Cozy Oasis on a traffic free street in Clearwater, USA

Elegant Cozy Oasis on a traffic free str...

Villa in Clearwater, Florida , 1312 Terrace Road
A recently renovated villa, Elegant Cozy Oasis on a traffic free street offers accommodations in Clearwater.
  • Parking
  • Pets allowed
  • Family rooms

Very good 38 Reviews 8.2

from $174.20 Show details »

Beautiful modern house in Clearwater, USA

Beautiful modern house

Villa in Clearwater, Florida , 1619 Linwood Drive
Beautiful modern house is located in Clearwater, just 19 miles from Raymond James Stadium and 20 miles from Chihuly Collection.
  • Parking
  • Pets allowed

Fabulous 7 Reviews 9.0

from $235.53 Show details »

Family Friendly Pool Paradise Retreat Near Beaches in Palm Harbor, USA

Family Friendly Pool Paradise Retreat Ne...

Villa in Palm Harbor near Clearwater, Florida , 1917 Spanish Oaks Drive North
Family Friendly Pool Paradise Retreat Near Beaches offers accommodations in Palm Harbor, 8.7 miles from Pier 60 and 18 miles from Raymond James Stadiu...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $460.50 Show details »

Family Fun paradise in Largo, USA

Family Fun paradise

Holiday home in Largo near Clearwater, Florida , 11219 93rd Street
Featuring a casino, Family Fun paradise offers accommodations in Largo.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 1 Reviews 6.0

from $446.67 Show details »

5 OClock Somewhere in Largo, USA

5 OClock Somewhere

Holiday home in Largo near Clearwater, Florida , 10265 115th Ave N
5 OClock Somewhere is located in Largo, just 16 miles from Chihuly Collection and 17 miles from Tropicana Field.
  • Fitness centre
  • Spa and wellness centre

Exceptional 2 Reviews 10.0

from $249.13 Show details »

Avocado Cottage in Seminole, USA

Avocado Cottage

Holiday home in Seminole near Clearwater, Florida
Avocado Cottage offers accommodations in Seminole, 7.4 miles from Johns Pass and 7.6 miles from Johns Pass Village and Boardwalk.
  • Parking

Exceptional 1 Reviews 10.0

from $164.95 Show details »

The Spanish Beach Home only 10mins from the beach! in Largo, USA

The Spanish Beach Home only 10mins from...

Holiday home in Largo near Clearwater, Florida , 10215 117 Drive North
The Spanish Beach Home only 10mins from the beach! is located in Largo, just 7.2 miles from Pier 60 and 7.7 miles from Johns Pass.
  • Parking
  • Family rooms

Fabulous 13 Reviews 8.8

from $168.27 Show details »

Mystic Haven - Hot Tub, BBQ Grill, Beaches, Pet Friendly in Largo, USA

Mystic Haven - Hot Tub, BBQ Grill, Beach...

Holiday home in Largo near Clearwater, Florida , 10506 116 Terrace North
7 miles from Pier 60 in Largo, Mystic Haven - Hot Tub, BBQ Grill, Beaches, Pet Friendly provides accommodations with access to a hot tub and open-air ...
  • Parking
  • Pets allowed
  • Family rooms

Very good 7 Reviews 8.2

from $170.05 Show details »

License to Chill - Heated Pool, Indian Rocks Beach, Play Room in Largo, USA

License to Chill - Heated Pool, Indian R...

Holiday home in Largo near Clearwater, Florida , 11718 92nd Street North
License to Chill - Heated Pool, Indian Rocks Beach, Play Room offers accommodations in Largo, 8.5 miles from Pier 60 and 8.9 miles from Johns Pass.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment

Exceptional 16 Reviews 9.5

from $295.84 Show details »

Pinebrook Home Close to Beach in Largo, USA

Pinebrook Home Close to Beach

Holiday home in Largo near Clearwater, Florida , 7541 118th Terrace
Pinebrook Home Close to Beach is located in Largo, just 9.5 miles from Pier 60 and 10 miles from Johns Pass.
  • Parking
  • Family rooms

Passable 15 Reviews 5.0

from $289.69 Show details »

Sunroom - Master King - Games - Close to IRB in Walsingham, USA

Sunroom - Master King - Games - Close to...

Holiday home in Walsingham near Clearwater, Florida , 11490 117th Ave
Featuring a garden, Sunroom - Master King - Games - Close to IRB offers accommodations in Walsingham.
  • Parking
  • Family rooms

no reviews

from $168.95 Show details »

Private Heated Pool 4 MI to Indian Rocks Beach in Largo, USA

Private Heated Pool 4 MI to Indian Rocks...

Holiday home in Largo near Clearwater, Florida , 11707 108th Street
Private Heated Pool 4 MI to Indian Rocks Beach offers accommodations in Largo, 6.6 miles from Pier 60 and 7.4 miles from Johns Pass.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

Pleasant 13 Reviews 6.9

from $376.98 Show details »

Number of Holiday homes in Clearwater 290
Number of guest ratings 16,727
Average price per night $264.00
Lowest price per night $50,00
Highest price per night $4.157,68

Top 10 Cheapest Holiday-homes in Clearwater

Discover the Cheapest Holiday-homes in Clearwater – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Clearwater

Check out the Most Booked Holiday-homes in Clearwater – Based on Guest Popularity.

Holiday homes in Clearwater (Florida), comfortable and familiar

Staying in a holiday or vacation home in Clearwater can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Clearwater for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Clearwater should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com