6 properties  

BTR# 2196 - Tiki Paradise

OwnerRez
4 Bedrooms • 3 Baths • Sleeps 1-10
Accessible Internet Near Ocean Private Pool Hot Tub

Wake up on the waterfront, relax by your private heated pool and oversized spa, or hop in the included 6-seat golf cart for the quick ride to the beach. Tiki Paradise sleeps 10 with 3 king bedrooms, a queen bunk room, paddleboards, beach gear and a spacious waterfront patio. Spend your days at the beach or on the water, then come home for sunset by the pool.


Photos Details Inquire

Oakhurst Villa

OwnerRez
3 Bedrooms • 2 Baths • Sleeps 3-8
Internet Near Ocean Private Pool

🏖️ Your private Gulf Coast escape, just 5 minutes from Madeira Beach.

Oakhurst Villa is a beautifully renovated 3BR/2BA retreat with a private pool, outdoor dining, games and everything you need for an effortless beach getaway. Spend the day on the sand, cool off poolside, grill dinner outdoors or challenge the family to ping pong and bocce. Beach chairs, umbrella, cooler and beach cart are included—just pack your swimsuit and settle into vacation mode.

Photos Details Inquire

Roots & Tides

OwnerRez
3 Bedrooms • 2 Baths (1 full, 1 half) • Sleeps 1-8
Internet Near Ocean Pool

Welcome to Roots & Tides—a comfortable, family-focused beach retreat just a 2-minute walk to the nearest Indian Shores beach access 🌊

Set between the Gulf and Intracoastal, this ground-floor 3BR condo makes beach days easy with no stairs, a heated waterfront community pool, fishing pier, and beach chairs, umbrella, cooler & cart included.

Designed by a family for families, the home is filled with thoughtful touches for kids and plenty of comfortable space to reconnect after a day in the sun. Even better, you’re tucked right behind a convenient food mart for drinks, ice, snacks & beach essentials, plus an ice cream shop for an easy treat after a day at the beach. 🍦


Photos Details Inquire

Sea Glass Harbor

OwnerRez
4 Bedrooms • 6 Baths (5 full, 1 half) • Sleeps 1-8
Internet Ocean View Private Pool Hot Tub

🌴 WELCOME TO YOUR HOLMES BEACH GETAWAY

Just a short walk from the white sands of Anna Maria Island, Sea Glass Harbor is a 4-bedroom, 5.5-bath beach home is made for an easy, fun-filled week in the sun. Spend your mornings at the Gulf, afternoons in your private heated pool and spa, and evenings playing mini golf, pool, ping pong and Pop-A-Shot with the whole family.

Photos Details Inquire

Spring House

OwnerRez
5 Bedrooms • 4 Baths • Sleeps 9-12
Allows pets Internet Near Ocean Private Pool

🌴 Welcome to The Spring House, a private Anna Maria Island retreat just steps from Pine Avenue and a short walk to the beach.

Spend your mornings with coffee on the screened porch, afternoons around the heated tropical pool, and evenings exploring the island on foot. With 5 bedrooms, 4 bathrooms, spacious gathering areas, and easy indoor-outdoor living, this home is made for families and groups who want to experience Anna Maria in comfort and style.

Photos Details Inquire

Sunset Social

OwnerRez
3 Bedrooms • 3 Baths • Sleeps 1-8
Internet Oceanfront Private Pool Hot Tub
Wake up to Gulf views, just steps to the beach. This 3-bedroom, 3-bath beach retreat, with oversized heated spa, blends a bright coastal interior with multiple Gulf-view spaces. Comes with fully equipped kitchen, comfortable sleeping for up to 8, and an unbeatable walkable location near beachfront dining and live music.

Photos Details Inquire