Photo by Travel Ginger

Holiday Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Holiday

Outdoor dining
Right on the BEACH! Exclusive Lighthouse Towers, Sand Key, Clearwater Beach
10.0 out of 10, Exceptional, (89)
"Vince is a very attentive owner/caring. As the listing says, there is a major project going on with the building. One must be prepared for some days it is very loud and distracting. Not all days, but some days were very loud . It’s not anything to blame the owner for and we knew the patio wasn’t available. Having said that it’s a very nice place , beautiful pool and spa. Beaches in the area are stellar. Nice trolley to Clearwater Beach , about a 5 minute ride . Nice Shopping area a 5 min walk...
Right on the BEACH! Exclusive Lighthouse Towers, Sand Key, Clearwater Beach
Sun loungers, beach towels
75 Steps to the beach, 1-2 minute walk
10.0 out of 10, Exceptional, (26)
"Property just steps to beach and short walk to restaurants. Host responded quickly to a minor issue and was a pleasure to deal with. No complaints. Two thumbs up."
The price is MXN$2,907
MXN$5,499 total
includes taxes & fees
17 Jun - 18 Jun
75 Steps to the beach, 1-2 minute walk
Beach | Beach nearby, sun loungers, beach towels
Great Studio - Only 75 Steps to Clearwater Beach
10.0 out of 10, Exceptional, (110)
"cozy studio apartment ,quiet neighborhood a few steps from beach. Nice restaurants on beach nearby. Great time!"
The price is MXN$3,086
MXN$5,958 total
includes taxes & fees
19 May - 20 May
Great Studio - Only 75 Steps to Clearwater Beach
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beach
Chic Modern Condo Hotel Suite on the Beach
10.0 out of 10, Exceptional, (79)
"Great location on North beach, quiet location. Clean and luxurious property"
The price is MXN$4,659
MXN$9,384 total
includes taxes & fees
2 Jun - 3 Jun
Chic Modern Condo Hotel Suite on the Beach
Beach
15 Seconds Walk To The Beach @ Great Location On North Beach
10.0 out of 10, Exceptional, (144)
"The place was just as advertized. Very comfortable with the right amenities. The location was perfect - away from central clearwater beach, but within a short walking distance. We are already making plans for a return trip. The owner was available for any issues, but we had none."
The price is MXN$2,919
MXN$6,089 total
includes taxes & fees
30 May - 31 May
15 Seconds Walk To The Beach @ Great Location On North Beach
View from property
Bayside Condos Studio 23 Pool, Bay Views. Walk to Beach
9.8 out of 10, Exceptional, (8)
"Simple clean space with enough amenities for an extended stay."
Bayside Condos Studio 23 Pool, Bay Views. Walk to Beach
Sun loungers, beach towels
Merry's Beach Bay Condo / POOL SIDE / DOCK SIDE / Awesome Location
9.8 out of 10, Exceptional, (153)
"Perfect spot; beautiful, quiet places to relax after enjoying the many beaches around the area."
Merry's Beach Bay Condo / POOL SIDE / DOCK SIDE / Awesome Location
Lake
4 BR Oasis, water views every room steps to beach!
9.8 out of 10, Exceptional, (59)
"Perfect location, beautiful condo!"
4 BR Oasis, water views every room steps to beach!
Fridge, microwave, oven, stovetop
Indian Rocks Beach Unit B Star5Vacations
9.8 out of 10, Exceptional, (58)
"My 4 children and I had a wonderful holiday. The condo was clean and bright. Everything you would need is in the unit. Short walk to the beach. The beach was perfect even for my smaller ones. Shallow and plenty of space to run and play. We had a really great time here!"
Indian Rocks Beach Unit B Star5Vacations
On the beach
2/2 Penthouse directly on Clearwater Beach!
9.8 out of 10, Exceptional, (47)
"The staff was incredibly helpful and polite. Condo was great. Chairs and umbrellas available to use. I would have liked if they would dropped the chairs and equipment off on the beach so I would not have had to carry them out and back. The pool is just ok but I don't go the beach to use a pool. Overall it was a good place to stay."
The price is MXN$4,087
MXN$9,624 total
includes taxes & fees
3 Jun - 4 Jun
2/2 Penthouse directly on Clearwater Beach!
Beach
Modern Condo Hotel Suite on the beach
9.8 out of 10, Exceptional, (121)
"I stayed at Avalon with my wife and our 9 month old baby and we loved it!"
The price is MXN$3,174
MXN$7,496 total
includes taxes & fees
19 May - 20 May
Modern Condo Hotel Suite on the beach
Beach
Luxury Condo Hotel Suite on the Beach
9.8 out of 10, Exceptional, (44)
"Property was great. Room was clean, huge and pleasant. Second room was a little too small but easily tolerable. 3 minute walk to the beach. Property had lawn chairs and umbrellas, you just had to sign out. It was a great time. Central air, washer and dryer and full kitchen. Would go again definitely."
The price is MXN$2,627
MXN$6,817 total
includes taxes & fees
20 May - 21 May
Luxury Condo Hotel Suite on the Beach
Standard Suite, 2 Bedrooms, Ocean View | View from room
The Avalon Club
4.0 star property
9.6 out of 10, Exceptional, (298)
"No free parking in theyre garage. "
The price is MXN$2,813
MXN$3,760 total
includes taxes & fees
23 May - 24 May
The Avalon Club
Property grounds
waterfront home, every room and space has a water view
9.4 out of 10, Exceptional, (3)
"Lovelly location on a small lake. Great Florida Room. More birds visible than in a park."
The price is MXN$1,578
MXN$6,204 total
includes taxes & fees
21 May - 22 May
waterfront home, every room and space has a water view
Aerial view
Dolphin Watch Beach & Dock
9.4 out of 10, Exceptional, (21)
"Very close to everything."
The price is MXN$3,019
MXN$6,618 total
includes taxes & fees
11 Jun - 12 Jun
Dolphin Watch Beach & Dock
A heated pool
Spectacular Views! Just Steps to the Sand! Free Parking, Wi-Fi Pool, Hot Tub ~ 440 West, Unit 1208N
9.4 out of 10, Exceptional, (3)
"Beautiful condo! View is outstanding. The condo was stocked great for all our needs."
Spectacular Views! Just Steps to the Sand! Free Parking, Wi-Fi Pool, Hot Tub ~ 440 West, Unit 1208N
Snow and ski sports
Historic Beach Cottage steps from beach. Pet friendly!
9.2 out of 10, Wonderful, (109)
"Had the best time for the weekend! Capt Al is an amazing host who spent time visiting and offered suggestions of where to eat and what to do. Highly recommend and hope to be back soon! Don’t miss out on this treasure"
The price is MXN$4,136
MXN$8,530 total
includes taxes & fees
26 May - 27 May
Historic Beach Cottage steps from beach. Pet friendly!
Beach nearby
☆Beach & Pool Resort☆ 1 Min Walk To Beach
9.2 out of 10, Wonderful, (10)
"What an awesome spot to stay! We were there for 5 wonderful nights! The lodging is exactly as described - no hidden gotchas. The beach is across the street and you’re in the sand within 2 mins or less. There are chairs and an umbrella that you can take or you can rent a spot on the beach which is what we did personally with the big individual canopy for 2 with loungers. There is a market within walking distance or Uber will deliver groceries. Salty’s is right next door to the property and has...
The price is MXN$1,179
MXN$4,085 total
includes taxes & fees
29 May - 30 May
☆Beach & Pool Resort☆ 1 Min Walk To Beach
Outdoor dining
Cozy 1 bedroom on the water!Apt.#2
9.2 out of 10, Wonderful, (43)
"Great location near everything yet quietly tucked away on the water."
Cozy 1 bedroom on the water!Apt.#2
Sun loungers
Gulfside Getaway Super location across from the Beach.
9.2 out of 10, Wonderful, (135)
"All that’s needed to stay in this little piece of heaven are your clothes. Everything you need for the beach is provided here. Nice pool with great hours. Quiet and peaceful. Walking distance to the Pier and many shops and restaurants. This is our 2nd year staying here and we are ready to book again for next year with her!"
Gulfside Getaway Super location across from the Beach.
Don't see what you're looking for?
See all available properties in Holiday
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Holiday you may be interested in

Outdoor pool, pool umbrellas, sun loungers
Wyndham Grand Clearwater Beach
4.0 star property
9.2 out of 10, Wonderful, (1890)
"We stayed for one night and it was lovely. Would come back"
The price is MXN$2,813
MXN$3,760 total
includes taxes & fees
16 Jun - 17 Jun
Wyndham Grand Clearwater Beach
Outdoor pool, open 8:00 AM to 10:00 PM, cabanas (surcharge)
Hyatt Regency Clearwater Beach Resort & Spa
4.0 star property
9.0 out of 10, Wonderful, (1640)
"Room was clean and nice but air conditioning noisy. Beautiful sunset view options. Was on the 16th floor and noise from local bar could be heard in room was disruptive to sleep."
The price is MXN$4,404
MXN$5,636 total
includes taxes & fees
19 May - 20 May
Hyatt Regency Clearwater Beach Resort & Spa
Exterior
Hilton Clearwater Beach Resort & Spa
4.0 star property
7.6 out of 10, Good, (1636)
"I planned a special 35th anniversary trip to revisit some of our favorite spots on Clearwater Beach. I had another property booked, but they didnt have balconies. Found a decent deal on Hotels.com and splurged on a Gulfview King with Balcony. We wanted a toes-in-the-sand vacation, and that's what we had. We had the flexibilty of being on the beach, or still experiencing it from our balcony. The room was clean and comfortable. We had a fantastic breakfast on the Terrace. Enjoyed the Tiki bar at...
The price is MXN$4,136
MXN$5,331 total
includes taxes & fees
27 May - 28 May
Hilton Clearwater Beach Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find vacation rentals in Holiday?

Yes, we offer vacation rentals close to popular points of interest in Holiday, or you can go with a more secluded option if you're looking for relaxation. Our travelers say Holiday has a good selection of restaurants. Make sure you have time to check out the shopping and beaches during your trip.

How many vacation rentals are there in Holiday?

Choose from 95 Expedia vacation rentals in Holiday for a memorable vacation.

What can I see and do in Holiday?

Key Vista Nature Park and Anclote River Park are a couple of lovely local spots to get outside and enjoy nature. Anclote Gulf Park and Tarpon Springs Sponge Docks are a couple of places you'll find in the larger area.

What are vacation rentals like in Holiday?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Holiday. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.

Recent reviews of Holiday properties
Expedia verified reviews

Clearwater Beach Hotel

Clearwater Beach Hotel

5/5 Excellent
"Best kept secret in Clearwater Beach. "
A verified traveler stayed at Clearwater Beach Hotel
Posted 18 hours ago
Clearwater Beach Hotel