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$244

3 BR / 2 BA / Sleeps 8

BLUESKY - Holmes Beach vacation rentals
1 / 18

$244

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BLUESKY

Holmes Beach house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Beautiful, Brand New, 3 bedroom/2 bath home with Heated Pool and Hot Tub! Granite Countertops, vaulted ceilings, Stainless Appliances, and more. Great location in a quiet neighborhood, just a couple blocks to the beach, and a half block to the Free Island trolley. Enjoy the pool and hot tub with the outside flat …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$266

3 BR / 2 BA / Sleeps 8

1 Reviews

$266

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MANATEE WATCH

Holmes Beach house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Beautiful, Brand New, Waterfront, 3 bedroom/2 bath home with Heated Pool, Dock, and just over a block to the beach! Covered Patio by pool area and beautiful views of the canal from the Dock. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to the Public Beach and Cafe. Watch …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Fantastic

Left on Aug 14, 2013 for a stay in March 2013

This home is perfect for relaxing and entertaining!!! The pool and hot tub great get sun during the day. The Manatee's are so amazing when they come in. Very peaceful and only a few blocks to the beach. This house is close to everything you would need. We can't wait to stay here again!

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$317

4 BR / 4 BA / Sleeps 10

BEACH BOUND - Holmes Beach vacation rentals
1 / 26

$317

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BEACH BOUND

Holmes Beach house
4 BR / 4 BA / Sleeps 10 | Quick view

Details

Brand New Construction! Spacious Ground Level 4 Bedroom/4 Bath Home with One Car Garage, Heated Pool, and Hot Tub. Featuring Granite Countertops, Stainless Steel Appliances, and Flat Screens throughout. Great location in a quiet neighborhood, just a block to the beach, and close to the Trolley Stop. With 4 Bedrooms …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$274

3 BR / 2 BA / Sleeps 6

BAY SERA - Holmes Beach vacation rentals
1 / 33

$274

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BAY SERA

Holmes Beach house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Come to this Island home and "Whatever will be, will be!" Remodeled and tasteful is this 3 bedroom/2 bath home with new heated pool and hot tub in a very private backyard setting. Well appointed with designer finishes throughout. The kitchen is outfitted with gorgeous granite countertops and stainless steel applicanes…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$309

5 BR / 3 BA / Sleeps 10

1 Reviews

$309

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CORAL CASTLE

Holmes Beach house
5 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Beautiful, Brand New, 5 bedroom/3.5 bath Waterfront home with Heated Pool, Hot Tub, Dock, and just over a block to the beach! Covered Patio by pool area and peeks of the Gulf and Bay from the top patios. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to the Public Beach and…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

awesome

Left on Aug 08, 2013 for a stay in June 2013

the coral castle was a great place for our vacation. It was very convenient to everything. What was really nice, was that when we went fishing, the captain picked us up in our back yard.The pool was amazing and perfect for kids of all ages. The home had nearly everything we needed and was set up for a large group to be together yet have some space.The back patio was really nice too although I do …

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$514

6 BR / 4 BA / Sleeps 14

MARGARITA-VILLE - Holmes Beach vacation rentals
1 / 40

$514

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MARGARITA-VILLE

Holmes Beach house
6 BR / 4 BA / Sleeps 14 | Quick view

Details

Welcome to the ultimate in Large Family luxury vacation Homes, with peeks of the Gulf of Mexico from the balconies. This Brand New, 6 bedroom/4.5 bath home with 10' ceilings, Granite countertops, and Stainless Appliances features a large privacy fenced yard, Tropical Heated Pool and Hot Tub, Swim Up Tiki, and covered…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$200

3 BR / 3 BA / Sleeps 8

1 / 33

$200

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Beach Walk- 219 81st St, Holmes Beach

Holmes Beach house
3 BR / 3 BA / Sleeps 8 | Quick view

Details

This great 3 bedroom, 2.5 bath family pool home is just a short 1 1/2 blocks to the beach with direct beach access. Amenities include a Private heated Pool, spacious brick paver patio area, large screened lanai, outside shower and recreation room with ping pong table. Enjoy the extra comforts inside the home including…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Porch
  • Garage
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$457

3 BR / 3 BA / Sleeps 6

1 / 62

$457

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LaCasa Costiera #12, Gulf Side 3 BR/2.5 BA

Holmes Beach condo
3 BR / 3 BA / Sleeps 6 | Quick view

Details

You will be hard-pressed to find something more luxurious than La Casa 12. This high-end condominium is in demand year around. One step inside and you will immediately know why. This luxury property has all the touches - crown molding, granite, deluxe kitchen, over sized balcony, lush tropical landscaping and …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$703

8 BR / 5 BA / Sleeps 18

1 / 28

$703

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POSEIDONS PALACE

Holmes Beach house
8 BR / 5 BA / Sleeps 18 | Quick view

Details

Welcome to the ultimate in Large Family luxury vacation Homes, with beautiful views of the Gulf of Mexico and sunsets from the Roof Top Deck. This beautiful 8 bedroom/5.5 bath home resides only one short block to the beach and features a gorgeous kitchen with Granite countertops and Stainless Appliances, a large …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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$317

4 BR / 3 BA / Sleeps 10

4 Reviews

$317

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FAIRWINDS

Holmes Beach house
4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Beautifully furnished 4 bedroom/3.5 bath home just a block to the beach! Large greatroom layout with four separate balconies, high ceilings, and tropical hardwood floors throughout. Master Suite on the main floor has large walk-in closet and ensuite bathroom with Jacuzzi soaker tub and separate shower. Very well-…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(4)

Love this house!

Left on Aug 15, 2013 for a stay in March 2013

Lovely, comfortable house with a great location. The pool was perfect ... We are going back next year!

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$500

4 BR / 3 BA / Sleeps 8

1 / 33

$500

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LaPlage #2, Beachfront - Spacious 4 BR/3 BA

Holmes Beach condo
4 BR / 3 BA / Sleeps 8 | Quick view

Details

La Plage 2 is Island luxury at its finest! An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this beachfront enclave will exceed all your expectations. Relax in the tropical splendor of this ultra-luxurious beachfront property on Anna Maria Island in a gated community…
  • Waterfront
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$514

6 BR / 4 BA / Sleeps 14

3 Reviews

$514

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TWOPINACOLADAS

Holmes Beach house
6 BR / 4 BA / Sleeps 14 | Quick view
“ Poor ” 3 Reviews

Details

Reviews

(3)

Welcome to the ultimate in Large Family luxury vacation Homes, with peeks of the Gulf of Mexico from the balconies. This Brand New, 6 bedroom/4.5 bath home with 10' ceilings, Granite countertops, and Stainless Appliances features a large privacy fenced yard, Tropical Heated Pool and Hot Tub, Swim Up Tiki, and covered…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Poor up-keep, poor management, not worth the money!

Left on Feb 03, 2014 for a stay in December 2013

Our family rented this home for the week of Christmas and at first glance it was a lovely home. The problems began almost immediately. Dishwasher didn't work, so they sent a repairman out to fix and then replace it the next day which was terribly inconvenient. The ice machine in the refrigerator didn't work so we had to purchase ice everyday and keep it in coolers. Many of the lightbulbs …

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$208

3 BR / 3 BA / Sleeps 6

6 Reviews

$208

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A Pearl of a Beach Home with private Pool & Spa

Holmes Beach house
3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

*******DISCOUNTS FOR STAYS OF 28 NIGHTS OR MORE - PLEASE ASK US ABOUT SPECIAL PRICING FOR YOUR STAY********* *** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - ADDED AUGUST 2014 **** ****TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND FLOOR LANAI. ***** …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Best vacation in 40 years!

Left on Mar 05, 2014 for a stay in February 2014

The owners, Mike and Lesley Crowther were wonderful to deal with

before, during and after our two week stay at their home. The house

was immaculate and had everything we could have needed during our

stay. Large bedrooms and baths with excellent beds and showers. The

kitchen and laundry room appliances were all in new condition. We

found ourselves wanting to eat in most of the time as the …

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$264

4 BR / 3 BA / Sleeps 8

5 Reviews

$264

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Twin Heron: 4BR Family-Friendly Pool Home

Holmes Beach house
4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

**SPECIAL** Book and stay 7 days anytime before May 31, 2015, and receive 20% off your base rental fee! That's a total savings of $500! To take advantage of this offer use the promo code SPRING when reserving Twin Heron! ------------ This beautifully furnished four-bedroom, 3.5-bath Anna Maria Island vacation rental …
  • Spa/Whirlpool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(5)

Twin Heron on Anna Maria Island is very relaxing.

Left on Aug 25, 2014 for a stay in August 2014

We enjoyed our stay at Twin Heron on Anna Maria Island. This is a very nice, spacious and clean rental property that has all the upscale comforts of home. Scenic grounds well maintained. Short walk to the beach and even an island trolley is available. Recommend dining on the porch of the "Waterfront Restaurant" with great views of Tampa Bay. Coastal Cottages AMI is a professional vacation rental …

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$485

3 BR / 3 BA / Sleeps 6

1 / 32

$485

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LaPlage #9 - Direct Beachfront - 3 BR/2.5 BA

Holmes Beach condo
3 BR / 3 BA / Sleeps 6 | Quick view

Details

La Plage 9 is the cream of the crop. Direct Gulf Front, high-floor views make this one of the most spectacular luxury condos on all of Anna Maria Island. What you get on the inside is no less outstanding. The deep cherry wood island style furniture is the finest around. Granite counter tops, crown molding and tasteful…
  • Waterfront
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$272

4 BR / 3 BA / Sleeps 12

1 Reviews

$272

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5 Bedroom w/ Lagoon pool, hot tub & golf cart

Holmes Beach house
4 BR / 3 BA / Sleeps 12 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a king bed, in the …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Great vacation home with pool!

Left on Oct 02, 2014 for a stay in September 2014

We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa was the most perfect, private space to enjoy warm afternoons and evenings. I would recommend this house to friends.

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$215

3 BR / 3 BA / Sleeps 8

11 Reviews

$215

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Happy Island Cottage with heated private Pool

Holmes Beach house
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large palm trees and …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(11)

Luxury at it's best!

Left on Apr 22, 2013 for a stay in March 2013

Everything in this vacation home is top of the line and extremely clean, new, and organized. Once you arrive, you know your going to have an amazing relaxing time and have everything you could ever want at your fingertips. Brand new appliances. The owners are very friendly and truly care about your experience and stay. We will definitely recommend this vacation home to others and look forward to …

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$185

2 BR / 3 BA / Sleeps 6

4 Reviews

$185

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Coquina Sands, view beach from balcony, priv pool

Holmes Beach house
2 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room. Comfortable bedrooms on second…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(4)

Very clean and neat, and in a great location

Left on Mar 02, 2012 for a stay in January 2012

This duplex was very neat and clean upon our arrival. It was also great for walking to the beach, as it was only two blocks away. However, when we rented it, we were told that the pool was heated........and that it was pet-friendly.................which neither one turned out to be true! However, it was nicely decorated and the owner had thought of just about everything we would need during our…

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$271

3 BR / 2 BA / Sleeps 6

80 Reviews

$271

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Anna Maria Island Private Tropical Garden Home

Holmes Beach house
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 80 Reviews

Details

Reviews

(80)

PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with sunny, private …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(80)

Wonderful villa in superb location

Left on Jun 03, 2009 for a stay in July 2008

This property is a beautiful relaxing place to stay with superb
facilities and a wonderful pool exactly like it looks on the website.
The owners were very helpful and recommended some great places to
visit and eat. I would recommend this villa to everyone and hope to
return some time in the future. It is the best villa by far that we
have rented on Anna Maria Island

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$286

6 BR / 4 BA / Sleeps 16

1 / 51

$286

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Villa Chianti

Holmes Beach house
6 BR / 4 BA / Sleeps 16 | Quick view

Details

*** Ask about our specials through the end of the year!! *** The world-famous Old Florida charm of Anna Maria meets brand-new, modern living in Villa Chianti, our latest FABULOUS vacation rental. 6 Bedrooms, sleeps 14. Villa Chianti boasts one of the largest beach entry pools on the island with double waterfalls …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

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$139

2 BR / 2 BA / Sleeps 6

125 Reviews

$139

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Luxury Beach Vacation Rental on Anna Maria Island

Holmes Beach villa
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 125 Reviews

Details

Reviews

(125)

"Island Garden Villas is the most enchanting spot on Anna Maria Island." Imagine yourself surrounded by lush tropical gardens with the soft sounds of water trickling in the nearby fountain. Our six luxurious villas are beautifully decorated and just steps from the spectacular Gulf beaches. There's everything here you'…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(125)

Just Heaven!

Left on May 25, 2009 for a stay in October 2008

We have been vacationing at the Island Garden Villas every year, for the last 5 years and we look forward to our visit all year long! The villas are beautifully decorated, very clean and well stocked... just bring your swim suit and toothbrush! The hosts, Chuck and Christy are among the sweetest people we have ever had the honour of meeting. The Island Garden Villas... Just Heaven!

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$2

3 BR / 4 BA / Sleeps 6

2 Reviews

$2

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Family Beach Home. Well appointed & comfortable!

Holmes Beach house
3 BR / 4 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

ISLAND HOME - on a quiet street and just four houses from a white, wide and natural beach with sea oats and grasses adjacent to a turquoise sea. Newly re-appointed three bedroom two and one-half bath single family home. Beautiful views of the Gulf of Mexico from master bedroom, guest bedroom and deck areas. Private …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Luxurious

Left on Jan 09, 2012 for a stay in June 2011

Fabulous property, many amenities all very well taken care of. Loved the pool, whirlpool and game room. Beach is beautiful. Thank yu for an amazing vacation.

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$286

6 BR / 4 BA / Sleeps 16

2 Reviews

$286

Inquire

A Villa Chianti

Holmes Beach house
6 BR / 4 BA / Sleeps 16 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

The world-famous Old Florida charm of Anna Maria meets brand-new, modern living in Villa Chianti, our latest FABULOUS vacation rental. 6 Bedrooms, sleeps 14. Villa Chianti boasts one of the largest beach entry pools on the island with double waterfalls and spa jets. Villa Chianti offers a new standard in vacation …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Beautiful house and pool

Left on Oct 02, 2012 for a stay in September 2012

This house was beautiful and only a short distance from the beach. We had a large extended family and everyone had plenty of room. The house was clean, but the walls need some new paint. There is also a limited amount of cookware.

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$259

2 BR / 2 BA / Sleeps 6

1 / 10

$259

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2br Luxury Beachfront Condo on Anna Maria Island

Holmes Beach condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Overlooking stunning turquoise waters of Anna Maria Island is the Mainsail Beach Inn offering guests a superb island experience. This ideally located resort offers 12 upscale vacation rentals, all with beachfront access, and some with a Gulf view. Our community vacation rental amenities include a heated resort-…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$399

3 BR / 5 BA / Sleeps 11

1 / 14

$399

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200' From the Beach

Holmes Beach house
3 BR / 5 BA / Sleeps 11 | Quick view

Details

200 feet from the Gulf Beach-Dead End Street. 2810 sqft of air conditioned luxury, 3 Bedroom, 5 Bath, All 3 bedrooms have private bath with walk-in shower. Deluxe kitchen with double fridge, wine fridge, double oven, microwave, dishwasher, water distiller and well equipped to cook Thanksgiving Dinner. This is our …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

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$129

2 BR / 2 BA / Sleeps 4

8 Reviews

$129

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Pool Beach House - Quietest place on Anna Maria

Holmes Beach house
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 8 Reviews

Details

Reviews

(8)

Enjoy our relaxed house with brand new heated pool and its integrated jet tubes. It is just a few steps from the beach and also to best restaurants and shops on the island. This is not a duplex, this is not a condo. This is a single family house with private garden an pool. A nice dining deck with propane BBQ grill …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(8)

Quiet and relaxing

Left on Jul 03, 2012 for a stay in June 2012

We had a very nice time! The location was in a quiet neighbor hood and only 3 blocks from the beach, about a 5 minute walk. We had every thing we needed for the week including a sunbrella and cooler for the beach. Having your own personal pool can't be beat. The house was clean and comfortable for the four of us.


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