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Holiday Vacation Rentals and Hotels

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Looking for Holiday hotels? View all hotels in the Holiday area.

We have over 1200 properties in the Holiday, Florida area.
Please browse our top 30 properties below

Vacation Rentals in the Holiday/Dunedin area. (12 miles away)

	Florida Gulf Coast Bed & Breakfast Inn #214				From $155/night
	1 Beds	1 Baths	Sleeps 1-2	Bed and Breakfast
The Meranova Guest Inn offers luxury accommodations in a stylish, contemporary bed and breakfast setting, and is located in the charming quaint village of Dunedin. Fully renovated in 1998-1999, each distinctively different suite offers a private entrance, most with a porch or balcony, private bath, and ...

Vacation Rentals in the Holiday/Indian Rocks Beach area. (20 miles away)

	Chic a si Cottage, directly on Indian Rocks Beach #1341				From $1,400/week
	3 Beds	2 Baths	Sleeps 6	Cottage
This cottage is directly on the Gulf of Mexico and is an Indian Rocks Beach original. Built of cypress, with vaulted ceilings, it maintains its charm with its gingerbread trim and tin roof. Stunning, large gazebo with overhead fan makes dining on the beach delightful. Haitian art and colorful hues delight ...


	Gulf of Mexico - fully furnished Beachfront Condo #563				From $900/week
	2 Beds	2 Baths	Sleeps 1-4	Condo
This newly renovated, fully furnished Gulf condo, is located on a quiet white sandy beach between Clearwater and St. Petersburg. The living room and master bedroom open onto the balcony where you can enjoy morning, noon and evening views of the Gulf and beach. There is a queen size bed in the master ...


	Original Gulf Coast cottage in Indian Rocks Beach #341				From $750/week
	2 Beds	1 Baths	Sleeps 6	Cottage
This cottage is one of the oldest original cottages in Indian Rocks Beach. "Manning Hammock" has been lovingly refurbished and has all amenities. Built by Captain John Manning in 1926, it is nestled in a hammock of live oaks and palm trees just a block from the beach, and the intercoastal waterway. ...

Vacation Rentals in the Holiday/Indian Shores area. (22 miles away)

	BEACH LOVERS CONDO at HOLIDAY VILLAS III #2388				From $600/week
	2 Beds	2 Baths	Sleeps 8	Condo
Completely renovated May 2008: Condo completed updated and freshly painted with new everything. New ceramic tile and carpet throughout. Most recent guests rate this unit as an A+: We dare you to compare with any other units at HOLIDAY VILLAS III. 2008 New Kitchen: New cabinets, granite countertops ...


	My Indian Shores Beach Resort Vacation Condo #1484				From $625/week
	2 Beds	2 Baths	Sleeps 4-7	Condo
Magnificent 2-bedroom/2-bathroom condominium beach vacation rental in resort oceanfront property on Indian Shores Beach on the Gulf of Mexico. Indian Shores is a unique, relaxed gulf coast community located 20 miles west of Tampa in the middle of an island with Clearwater to the north and St. Petersburg ...


	My Indian Shores Vacation Condo #1124				From $625/week
	2 Beds	2 Baths	Sleeps 4-7	Condo
Magnificent Gulf Front 2-bedroom/2-bathroom resort condominium rental on the Gulf of Mexico in the relaxed beachfront town of Indian Shores. Surrounded by warm, gentle surf and plenty to do...or do nothing but savor the relaxed atmosphere and walk barefoot on the beautiful soft, white sandy beach right ...


	Beautiful Direct Beach Front Condo #1548				From $795/week
	2 Beds	2 Baths	Sleeps 6	Condo
OUR FLORIDA GETAWAY....white, sugar-soft sands...warm waters perfect for swimming...splend sunset views over the Gulf of Mexico....dolphin, seashells, bird life, and game fish...fascinating restaurants and shops just minutes away.....here memories are made. We invite you to relax by our large heated ...


	Bayshores Yacht & Tennis Club #1592				From $400/week
	2 Beds	2 Baths	Sleeps 1-4	Condo
Vacation where you can enjoy the sun, surf & tropical sunsets. This privately owned condominium sits directly on the Intercoastal Waterway just steps away to a public beach and the beautiful Gulf of Mexico! Located in the quaint beach community of Indian Shores you can enjoy golf, shelling, tennis, ...

Vacation Rentals in the Holiday/Zephyrhills area. (25 miles away)

	Waterfalls, Pool, Hot Tub, Secluded Victorian Home #1385				From $975/week
	2 Beds	1 Baths	Sleeps 5	House
Your private pool and hot tub are surrounded with three gorgeous waterfalls flowing over natural rocks that reach to over 10 ft. high. Pristine gardens and landscaping gracefully adorn your private designer guesthouse. You will feel like royalty while vacationing on 5 secluded acres with sprawling ...

Vacation Rentals in the Holiday/Madeira Beach area. (27 miles away)

	Jan's Beach Dream Luxury Gulf Front Penthouse Cond #1562				From $1,050/week
	3 Beds	2 Baths	Sleeps 10	Condo
Our luxury Gulf front penthouse is located on the most southern end of Madeira Beach, Florida which is directly on John's Pass. Our three bedroom, two bath, luxury penthouse condo features walk-in closets, a fully equipped kitchen, breakfast bar, dining room and a large balcony overlooking the fabulous ...

Vacation Rentals in the Holiday/Treasure Island area. (29 miles away)

	A Whisper of Treasure Island - PRICE DISCOUNTED! #469				From $50/week
	1-3 Beds	1-3 Baths	Sleeps 1-8	Condo
Welcome to Whispers of Treasure Island, A Boutique condominium designated a "Superior Small Lodging". Winner of the White Glove Award For Excellence 2005 2006 You will be swept away by the unique charm of Whispers where every condominium has a different theme! We have two bedroom units ...


	Sunset House: Waterfront Caribbean Vacation Home #248				From $135/night, $795/week, $1,795/month
	1 Beds	1.5 Baths	Sleeps 2	House
Vacation on Florida's beautiful, Gulf Coast. Drop your anchor at Sunset House, a charming waterfront home with a tranquil waterfront patio and dock on desirable Sunset Beach, Treasure Island. Located directly on the inner-coastal within 200 feet of the white sand beaches of the Gulf of Mexico and its ...

Vacation Rentals in the Holiday/Sarasota area. (60 miles away)

	Sarasota 60s Modern Vacation Rental Home #400				From $2,750/month
	2 Beds	2 Baths	Sleeps 4	House
An unique property located in a desirable, centrally located, Sarasota residential neighborhood. The house is a 60's modern Sarasota ranch, decorated in period designer furniture and 60s kitsch. (Danish Modern, George Nelson, Knoll, Herman Miller, and a collection of tikis and vintage barware and dishes) ...


	VACATION RENTALS 1 BLOCK FROM BEACH IN SARASOTA #393
	1 Beds	1 Baths	Sleeps 4	Hotels
Delightful studio apartments to 3 bedroom apartments tucked away on exciting Lido Key. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. Quiet side roads and boulevards are perfect for a morning ...

Vacation Rentals in the Holiday/Clermont area. (64 miles away)

	HG16624- Luxury near Disney Jac, GR & Int. #2259				From $95/night
	4 Beds	3 Baths	Sleeps 8	House
This tastefully furnished 4 bedroom villa is located in the peaceful Mediterranean style development of High Grove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10-15 minute) drive away and is close to many golf courses, shops, restaurants ...


	HG308 - 5BR 3.5BA Home w/GameRoom #2276				From $105/night
	5 Beds	3.5 Baths	Sleeps 10	House
Tastefully furnished two story 5 bedroom villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10 minute) drive away and is close to many golf courses, shops, restaurants ...


	HG16655 - 5BR 3.5BA Home Close to Disney #2261				From $110/night
	5 Beds	3.5 Baths	Sleeps 10	House
Tastefully furnished two storey 5 bedroom villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10-15 minute) drive away and is close to many golf courses, shops, ...


	HG140 -5BR 3.5BA - Has it all -->Spa, Gm.Rm. Gated #2229				From $110/night
	5 Beds	3.5 Baths	Sleeps 10	House
This tastefully furnished 5 bedroom villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10 minute) drive away and is close to many golf courses, shops, restaurants ...


	HG419 - 3BR Disney Vacation Rental - must see! #424				From $90/night
	3 Beds	2.5 Baths	Sleeps 6	House
This tastefully furnished 3 bedroom villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10-15 minute) drive away and is close to many golf courses, shops, restaurants ...


	SL16733 -Disney Villa w/Private Pool -Jacuzzi/Spa #420				From $90/night
	4 Beds	3 Baths	Sleeps 8	House
This stunning home is located in the upscale Sunrise Lakes neighborhood and is only 10 minutes from Disney and 2 minutes from golf. LIVING ROOM The spacious living room has a queen sleeper sofa, vaulted ceilings with ceiling fan, TV with digital satelite cable, DVD, Playstation 2 and access to the ...


	HG248 - 4BR - Private Pool and Gm Rm near Disney #2258				From $90/night
	4 Beds	3 Baths	Sleeps 8	House
This tastefully furnished 4 bedroom villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10-15 minute) drive away and is close to many golf courses, shops, restaurants ...


	HG16716 -5BR House close to DISNEY! #2252				From $100/night
	5 Beds	3.5 Baths	Sleeps 10	House
Tastefully furnished two story 5 bedroom villa is located in the peaceful Mediterranean style development of Highgrove. Our villa includes upgraded landscaping, stucco finish with recessed windows, tile roofs, fully-equipped laundry and kitchens, verticals, spacious pool and Jacuzzi, brick paved deck ...


	102 HG - 4BR 3BA with Jacuzzi, GameRoom #2225				From $95/night
	4 Beds	3 Baths	Sleeps 8	House
This tastefully furnished 4 bedroom villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10 minute) drive away and is close to many golf courses, shops, restaurants ...


	109 HG - 4BR 2.5BA with Jacuzzi, GameRm & Internet #2213				From $95/night
	4 Beds	2.5 Baths	Sleeps 8	House
This tastefully furnished 4 bedroom villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10-15 minute) drive away and is close to many golf courses, shops, restaurants ...


	105HG - 4 Br Close to Disney - Game Room #2204				From $90/night
	4 Beds	2.5 Baths	Sleeps 8	House
This tastefully furnished 4 bedroom villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10 -15 minute) drive away and is close to many golf courses, shops, restaurants ...


	HG113- 4BR Pool/ Spa Home near Disney - Jac & Int #451				From $90/night
	4 Beds	3 Baths	Sleeps 8	House
Email me for the link to our Virtural Tour This tastefully furnished villa is located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10 minute) drive away and is close to ...


	16605 4 Br 2.5 Ba High Grove House - Private Pool #2242				From $85/night
	4 Beds	2.5 Baths	Sleeps 8	House
Our 4 bedroom villa includes upgraded landscaping, stucco finish with recessed windows, tile roofs, fully-equipped laundry and kitchens, verticals, spacious pool and Jacuzzi, brick paved deck area, pool screen enclosure, upgraded furniture package and many more custom features. LIVING ROOM Queen Sleeper ...


	HG513 - 3BR Disney area Villa w Gm.Rm, Jac & Int. #448				From $90/night
	3 Beds	2.5 Baths	Sleeps 6	House
3 bedroom home located in the peaceful Mediterranean style development of Highgrove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10 minute) drive away and is close to many golf courses, shops, restaurants and supermarkets. In fact ...


	HG407 Beautiful Disney Area home - Gated Community #447				From $110/night
	5 Beds	3.5 Baths	Sleeps 10	House
Tastefully furnished two story 5 bedroom villa is located in the peaceful Mediterranean style development of High Grove, a gated community perfectly situated at the intersection of I-192 and I-27. Disney's main gate is a short 6 mile (10-15 minute) drive away and is close to many golf courses, shops, ...

We have over 1200 properties in the Holiday, Florida area.
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Holiday Vacation Rentals | Hotels