See all properties

Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals

Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals House in Holmes Beach

Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals House in Holmes Beach

Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals House in Holmes Beach

Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals House in Holmes Beach

Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals House in Holmes Beach

Don't miss out! Price and availability may change

House in Holmes Beach, FL

6 guests · 1 bedroom · 4 baths

Reasons to book

Top-tier experienceA high end property in this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Includes essentialsOutdoor Cooking and more

About this house rental

Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals offers accommodations in Holmes Beach, 17 miles from The John and Mable Ringling Museum of Art and 1.6 miles from Anna Maria City Pier.

Amenities at Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals

Non-smoking

Outdoor Cooking

Map of Holmes Beach, FL

city location on map

Nearby attractions

St. Pete Pier™

Mote Marine Laboratory & Aquarium

Imagine Museum: Contemporary glass art

$$$$

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Pineapple Cay - Pool & Spa by Anna Maria Life Vacation Rentals?

We found 2 amenities for this rental. This includes non-smoking, and outdoor cooking.

Explore similar stays in Holmes Beach

Explore all stays

9.7 / 10

Outstanding(29 Ratings)

Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals

in Holmes Beach

6 guests · 3 bedrooms · 3 baths

House in Holmes Beach, for $612 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Egrets Nest

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

Enjoy the best of Holmes Beach in our House, Egrets Nest. A stunning property with amenities including Free Parking, Gym and Golf course (within 2 mi), and more.

9.6 / 10

Outstanding(10 Ratings)

AMI Retreat! Pool, Spa, Ping Pong and Walk to Holmes Beach

in Holmes Beach

12 guests · 6 bedrooms · 5 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Holmes Beach, at $738 per night for your next great vacation.

Tropical oasis villa with private pool - sleeps 6

in Holmes Beach

6 guests · 2 bedrooms · 2 baths

Villa in Holmes Beach, for $516 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

The Poolside Playhouse

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Holmes Beach, at $585 per night for your next great vacation.

You can save with One Key

9.4 / 10

Outstanding(14 Ratings)

AMI Home with Heated Pool! 6 Minute Walk to Beach! - Egrets Nest

in Holmes Beach

8 guests · 4 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at AMI Home with Heated Pool! 6 Minute Walk to Beach! - Egrets Nest for $570 for your next trip.

Honey I'm Holmes - New Home Near the Beach! Turf

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Discover the beauty of Holmes Beach with a stay at Honey I'm Holmes - New Home Near the Beach! Turf, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(8 Ratings)

Private Home 5 min to Beach, Heated Pool, Fully Equipped Kitchen! - Stay Calm

in Holmes Beach

6 guests · 3 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Holmes Beach, at $574 per night for your next great vacation.

Blue Coral Beach House

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a memorable stay in Holmes Beach? Our House might just be what you're looking for. Enjoy amenities including Free Parking, Gym and Golf course (within 2 mi), and more during your stay.

NEW LISTING! Barefoot Bliss, Gulf Views, Heated Pool & Spa, Golf Cart Incl, Game Rm, Tiki Bar, Sleeps 8!

in Holmes Beach

6 guests · 3 bedrooms · 2 baths

This attractive House in Holmes Beach, $691 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Honey I'm Holmes - New Home Near the Beach! Turf

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Experience vacation in Holmes Beach with our House, Honey I'm Holmes - New Home Near the Beach! Turf. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(4 Ratings)

Coastal Home with Pool and Jetted Spa! Close to Beach! - Blue Coral Beach House

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Nestled in Holmes Beach, this House is perfect for your next vacation. Enjoy Coastal Home with Pool and Jetted Spa! Close to Beach! - Blue Coral Beach House's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

NEW LISTING! Barefoot Bliss, Gulf Views, Heated Pool & Spa, Golf Cart Incl, Game Rm, Tiki Bar, Sleeps 8!

in Holmes Beach

6 guests · 3 bedrooms · 2 baths

Enjoy the best of Holmes Beach in our House, NEW LISTING! Barefoot Bliss, Gulf Views, Heated Pool & Spa, Golf Cart Incl, Game Rm, Tiki Bar, Sleeps 8!. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

Blue Oasis East

in Holmes Beach

6 guests · 3 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

This attractive House in Holmes Beach, $519 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.4 / 10

Outstanding(5 Ratings)

Driftwood Beach Escape-4 bedrooms with private pool/spa- 2 blocks from the beach

in Holmes Beach

8 guests · 4 bedrooms · 4 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at Driftwood Beach Escape-4 bedrooms with private pool/spa- 2 blocks from the beach for $690 for your next trip.

You can save with One Key

9.6 / 10

Outstanding(4 Ratings)

Coastal Home with Pool and Jetted Spa! Close to Beach! - Blue Coral Beach House

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Nestled in Holmes Beach, this House is perfect for your next vacation. Enjoy Coastal Home with Pool and Jetted Spa! Close to Beach! - Blue Coral Beach House's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.4 / 10

Outstanding(5 Ratings)

Driftwood Beach Escape-4 bedrooms with private pool/spa- 2 blocks from the beach

in Holmes Beach

8 guests · 4 bedrooms · 4 baths

The best choice in Holmes Beach for House, for $690 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Seabatical - Pool & Spa

in Holmes Beach

8 guests · 1 bedroom · 3 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a House in Holmes Beach, this House for $698 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10 / 10

Outstanding(5 Ratings)

The Sweet Spot: Loaded with Games, Pool Side Lounge, Mini Golf

in Holmes Beach

8 guests · 4 bedrooms · 4 baths

Soak up the beauty of Holmes Beach in our House, The Sweet Spot: Loaded with Games, Pool Side Lounge, Mini Golf. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

New to Vogo

Sandcastle By The Sea by SeaBreeze Vacation

in Holmes Beach

6 guests · 2 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our House in Holmes Beach has everything you need for a rejuvenating stay. Treat yourself to Sandcastle By The Sea by SeaBreeze Vacation's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

New to Vogo

Sandcastle By The Sea by SeaBreeze Vacation

in Holmes Beach

6 guests · 2 bedrooms · 2 baths

Experience vacation in Holmes Beach with our House, Sandcastle By The Sea by SeaBreeze Vacation. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

Coastal Pearl | Walk to Beach | Heated Pool + Hot Tub | 4BR Family Retreat

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Enjoy the best of Holmes Beach in our House, Coastal Pearl | Walk to Beach | Heated Pool + Hot Tub | 4BR Family Retreat. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Blue Oasis West

in Holmes Beach

6 guests · 3 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a House in Holmes Beach, this House for $522 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Coastal Pearl | Walk to Beach | Heated Pool + Hot Tub | 4BR Family Retreat

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

This attractive House in Holmes Beach, $585 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8 / 10

Excellent(1 Rating)

Seabatical: 1.5 Blocks to Beach, Pool & Spa

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

This House for $614 in Holmes Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(11 Ratings)

My Big Fat Beach House: Putt-Putt, Ping Pong, Heated Pool, Hot Tub

in Holmes Beach

10 guests · 5 bedrooms · 3 baths

Nestled in Holmes Beach, this House is perfect for your next vacation. Enjoy My Big Fat Beach House: Putt-Putt, Ping Pong, Heated Pool, Hot Tub's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(70 Ratings)

Windshore A! - ~200 Steps to the Beach, Private Heated Pool, Beach Items, Wifi

in Holmes Beach

6 guests · 3 bedrooms · 2 baths

Looking for the perfect place to call home during your trip to Holmes Beach? This House offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.

Windshore A

in Holmes Beach

6 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Balcony/Terrace · Beach access

Enjoy the best of Holmes Beach in our House, Windshore A. A stunning property with amenities including Free Parking, Tennis court and Gym, and more.

8 / 10

Excellent(1 Rating)

Seabatical: 1.5 Blocks to Beach, Pool & Spa

in Holmes Beach

8 guests · 4 bedrooms · 3 baths

Soak up the beauty of Holmes Beach in our House, Seabatical: 1.5 Blocks to Beach, Pool & Spa. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

10 / 10

Outstanding(1 Rating)

Beautiful Large 2 Bed Private Half Duplex - One Block to Beach

in Holmes Beach

6 guests · 2 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at Beautiful Large 2 Bed Private Half Duplex - One Block to Beach for $645 for your next trip.