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Serendipity - 207 55th St

Bedrooms: 3

Bathrooms: 2

Sleeps: 6

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Primary Bedroom

1 King with ensuite bathroom with shower and door to the pool area

Bedroom 2

1 Queen

Bedroom 3

1 Twin over Full Bunk and a full Trundle

Overview ↑↓

Welcome to Serendipity, your perfect beach escape nestled in the charming coastal community of Holmes Beach, Florida. This beautifully designed three-bedroom, two-bathroom home offers the ideal blend of comfort, convenience, and coastal charm for families and groups seeking an unforgettable vacation getaway. Spread across a generous 1,232 square feet of thoughtfully appointed living space on a single floor, this property sleeps up to six guests, making it an excellent choice for multi-generational families or friends looking to share the beach experience together.

The heart of the home features a fully equipped kitchen complete with modern stainless appliances including a refrigerator, smooth top range, microwave, dishwasher, coffee maker, toaster, and blender, along with everything you need from cookware and pots to dishes and utensils. A propane grill awaits your culinary creations, perfect for preparing meals that capture the essence of Florida living. The spacious living room provides an inviting retreat for relaxation, complete with a smart television for entertainment throughout your stay.

Your sleeping arrangements are thoughtfully designed to accommodate various needs. The luxurious primary bedroom features a king bed and an ensuite bathroom with a refreshing shower, plus direct access to the pool area so you can wake and dive into paradise. The second bedroom offers a comfortable queen bed, ideal for couples or those seeking extra space, while the third bedroom creatively combines a twin over full bunk bed with a full trundle, perfect for children or additional guests. The second full bathroom features a tub and shower combination, providing flexibility for your family's needs.

Step outside to discover your private outdoor oasis with a heated pool with a waterfall feature, a tanning ledge and a tiki table in the pool all surrounded by comfortable outdoor furniture , creating an idyllic setting for afternoon lounges and evening retreats. The property includes a Tiki hut with bar seating to enhance your outdoor fun around the pool and also provides beach gear and beach towels, allowing you to maximize your time by the water.

The outdoor spaces are beautifully lit with exterior lighting, creating an ambiance perfect for evening relaxation. Inside, climate control via air conditioning and heating ensures year-round comfort, while a private washer and dryer keep everything fresh and convenient throughout your stay.

Located in the heart of Holmes Beach, Serendipity puts you within easy reach of some of the Gulf Coast's most beloved attractions. Explore the pristine Anna Maria Island beaches, just moments away, where sugar-white sand meets crystalline waters ideal for swimming and sunset watching. Holmes Beach itself is a vibrant destination. Just moments from your door, you'll find dining at Hurricane Hanks, The Feast and The Ugly Grouper known for their casual Island atmosphere. Adventure seekers can explore parasailing, jet skiing and boating or explore the scenic nature trails at Leffis Key or venture in either direction on the island for shopping, dining, and ice cream. Whether you're seeking relaxation, exploration, or family fun, Holmes Beach provides the perfect backdrop for your Florida vacation.

Whether you're planning a romantic escape, a family reunion, or a getaway with friends, Serendipity offers the perfect Holmes Beach rental that combines modern convenience with the relaxed pace of coastal living. Book your unforgettable Florida beach vacation today and discover why Serendipity is the ideal choice for your next short-term rental escape.

Max Occupancy 6. Non-Smoking Unit.

Minimum Age to rent 25. All guests occupying a property who are under the age of 25 must be accompanied by a parent or legal guardian.

Pools: Fran Maxon Real Estate is not responsible for pool temperatures, closures or malfunctions. No credit, discount, or rate adjustment can be granted for items mentioned above or circumstances beyond our control. There will be days when the weather conditions will not allow pool heaters to accommodate swimming and temperature recovery times will vary.

VRC16-000107 - Local ordinances require guest stays of at least 7 nights.

Onsite parking for 2 vehicles.

Noise Notice as required by The City of Holmes Beach:
You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Quiet hours are from 10pm- 8am.

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Tell Me More ↑↓

Distance to the Beach:

Nearest beach access: 55th Street

Distance: About 1 block (or 7 properties away)

Walk Time: About 5 minutes or less

Bike Time: About 1 minute

Beach Gear:

Beach chairs, beach umbrella and beach cart provided

Beach cart is to be kept under the Tiki Hut when not in use

Beach Chairs:

-4 beach chairs provided

-2 beach mats

Entertainment Extras:

Roku and Smart TV's

Games:

Puzzles and books

Grill:

Propane Grill (Propane not provided)

Outside Dining:

Tiki Hut with 6 bar stools

Max Parking:

Driveway parking for 2 vehicles

Amenities ↑↓

For Internal Use Only

7-Night Minimum

Newly Added Rental

Short Term Rental

Weekly Rental

General Property Features

Air Conditioning

Dryer - Private

Ground-Level

Heating

Linens Provided

Living Room

Parking

Private Entrance

Professional Linen Service

Telephone

Washer - Private

Kitchen & Dining

Blender

Coffee Maker

Cookware (Pots & Pans)

Dishes & Utensils

Dishwasher

Full Kitchen

Microwave

Oven

Propane Grill

Refrigerator

Toaster

Outdoor Features & Fun

Beach Chairs

Beach Gear

Beach Towels

Outdoor Furniture

Pool & Hot Tub

Heated Pool

Outdoor Pool

Private Pool

Safety Features

Exterior Lighting

Fire Extinguisher

Smoke Detector

Setting & View

Beach

Family

Historic

Romantic

TV & Entertainment

Smart TV

WiFi

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Reviews ↑↓

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Island Time!

Review Date: June 23, 2026

Vacation Date: January 17, 2022

"We had an incredible stay at Serendipity and enjoyed every moment. The location is perfect—tucked away on a quiet street, yet just a short stroll to the beach, shops, and great restaurants. The home is beautifully appointed with everything you could possibly need, from a fully stocked kitchen to comfortable living spaces and cozy bedrooms. The highlight is the stunning tropical pool area, complete with a tiki bar, which truly elevates the experience. The recent renovation is evident throughout, with everything feeling fresh, modern, and immaculate. Ana Maria Island itself has such a relaxed, laid-back vibe—once you arrive, you instantly settle into “island time.” I’ve already recommended this rental to several friends and can’t wait for the opportunity to return.

Reviewed By: Elise

Perfect Getaway

Review Date: June 11, 2026

Vacation Date: December 23, 2025

"This house is spectacular! You can walk a few hundred feet to the beach just at the end of the street. Everything is so close by that I didn’t need a car— many restaurants, shops, and activities! The backyard has its own oasis, which was perfect for when I wanted to change my view from saltwater to pool water. The house is spacious, clean, and the beds are very comfortable. I’d stay here every time I visit Ana Maria Island!

Reviewed By: Kaylee

Amazing home

Review Date: June 10, 2026

Vacation Date: May 22, 2026

"This has been one of the best stays on Ana Maria Island this house is stunning all new appliances a beautiful pool with an outdoor bar. Thank you we enjoyed it we look forward to coming again🏝️

Reviewed By: Lori @ Aleida