Welcome to The Beach on Longboat Key, Unit 224!
Warm and cozy!
Located mid-island, gulfside!
It's the good life.
White sand and turquoise waters!

Condo With a View 4: On the Beach!

1 bedroom·1 bath
Longboat Key • Florida
4.96(26 reviews)

$994.40 USD total for 3 nights

Nov 9 – 12, 2026

Relax by the fire pit and enjoy sunset views in this private backyard
The Salty Palm
Let the kids play putt putt golf, bocce ball and more while you relax in the refreshing pool. Summertime paradise awaits!
The Salty Palm
The Salty Palm

The Salty Palm

3 bedrooms·2 baths
Bradenton • Florida
5(43 reviews)

$1,052.56 USD total for 3 nights

Nov 9 – 12, 2026

Loungers by the pool
Beautiful backyard with pool, hot tub and loungers
Welcome to My Mistress!
Entry way

My Mistress

3 bedrooms·3 baths
Anna Maria • Florida

$3,011.28 USD total for 7 nights

Nov 9 – 16, 2026

Welcome to Beach Don't Kill My Vibe
Welcoming foyer and window seat
Prime location just off Pine Avenue
Super close to the beach!
Comfortable sectional in the living room

Beach Don't Kill My Vibe

2 bedrooms·1 bath
Anna Maria • Florida
$185 – $609/ night(excl. fees & taxes)
Stunning modern beach retreat
Oversized heated L-shaped pool
Welcome to Jungalow Beach
Step into paradise
Open-air lanai by the pool

Jungalow Beach

4 bedrooms·6½ baths
Anna Maria • Florida

$8,619.04 USD total for 7 nights

Nov 13 – 20, 2026

Beautiful heated pool
Welcome to Sea Mist!
Perfect location steps to the Bay Beach
Bright and welcoming
Thoughtfully designed for gathering

Sea Mist

3 bedrooms·2 baths
Anna Maria • Florida

$3,517.16 USD total for 7 nights

Nov 30 – Dec 7, 2026

Take a dip to cool off
Your luxury vacation awaits
Bright hallway with curated island décor
Coastal curb appeal meets modern luxury

Sun and Spring

3 bedrooms·2½ baths
Anna Maria • Florida

$3,498.70 USD total for 7 nights

Nov 10 – 17, 2026

This is what backyard fun looks like!
No houses between you and the water
Modern, elevated home
Right across the street from the Bay beach
Welcome to Sand Trap!

Sand Trap

4 bedrooms·4 baths
Anna Maria • Florida

$6,313.66 USD total for 7 nights

Jan 18 – 25, 2027

Poolside meets game time
From the heated pool and hot tub to the game courts, fire pit, and outdoor lounging areas—our backyard is designed for the ultimate getaway experience.
Soak in the hot tub before or after a refreshing dip in the pool—perfect for relaxing mornings, sunset wind-downs, or starlit evenings.
The ultimate bunk room & play space! Featuring 6 queen-size bunk beds, this fun-filled room is perfect for kids, teens, and groups to sleep, play, and make unforgettable memories together.
Enjoy our spacious mini golf course—perfect for friendly competition, family fun, and laid-back afternoons right at the property.

7mi to AMI w/ Pickleball+Golf | Htd Pool+Tiki Hut

5 bedrooms·3 baths
Bradenton • Florida

$2,758.64 USD total for 3 nights

Nov 13 – 16, 2026

Dive into your own private paradise! Welcome to your "Happy Place" with a private fully-fenced backyard, surrounded by mature palm trees and a spacious HEATED SALTWATER POOL, plus tons of color changing lights!
Covered patio with fire pit, dining area & BBQ—perfect evenings
The sunlit Family Room with sparkling swimming pool views, an expansive L-shaped couch, oversized ottoman, children's books, games, and Smart TV for endless entertainment options, make it the perfect hub for relaxation and family fun!
Screened pool oasis with loungers, travertine deck & sunset views
Stainless LG appliances Quartz countertops Child & baby-friendly amenities Fully Stocked

Heated Pool·Fenced ½-Acre·Kid+Dog Ready·5mi to AMI

4 bedrooms·2 baths
Bradenton • Florida
5(131 reviews)

$1,490.80 USD total for 4 nights

Nov 9 – 13, 2026

Relaxing saltwater pool area ideal for all-day lounging
Resort-style saltwater pool perfect for cooling off
Inviting retreat with room for friends and family to relax
Welcome to Manatee Manor

Manatee Manor

3 bedrooms·2 baths
Anna Maria • Florida

$3,341.15 USD total for 7 nights

Nov 14 – 21, 2026

Beautiful private backyard with pool
Sparkling private heated pool
Welcome to Idyll Tides!
Short walk to Bean Point

Idyll Tides

3 bedrooms·2 baths
Anna Maria • Florida

$3,273.46 USD total for 7 nights

Nov 29 – Dec 6, 2026

Canalfront paradise awaits
Private tropical backyard oasis
Welcome to Iris-istible Options
Your coastal escape begins here

Iris-istible Options

4 bedrooms·3 baths
Anna Maria • Florida

$3,369.46 USD total for 7 nights

Nov 9 – 16, 2026

Your own private slice of island calm
Sparkling pool steps from the water
Welcome to Anna Belle
Step inside to light, warmth, and modern coastal style
Open, airy entry that sets the tone for your stay

Anna Belle

3 bedrooms·3 baths
Anna Maria • Florida
5(1 review)

$4,611.39 USD total for 7 nights

Nov 29 – Dec 6, 2026

Beautiful huge saltwater pool
Jacaranda Gem
So close to the beach
Newly remodeled coastal home
Dining area with a view!

Jacaranda Gem

3 bedrooms·2½ baths
Anna Maria • Florida
5(1 review)

$4,095.66 USD total for 4 nights

May 8 – 12, 2027

Heated private pool
Welcome to Hook Wine and Sinker
Spacious elevated 4 bedroom home
Welcome inside

Hook Wine and Sinker

4 bedrooms·2½ baths
Anna Maria • Florida
5(2 reviews)

$3,029.75 USD total for 7 nights

Nov 10 – 17, 2026

Community Pool & Courts
Condo 6 miles from breathtaking Anna Maria Island
Condo 6 miles from breathtaking Anna Maria Island
View from Lanai
Ground Floor Condo

Condo 6 miles from breathtaking Anna Maria Island

2 bedrooms·2 baths
Bradenton • Florida

$12,700.00 USD total for 182 nights

Nov 9, 2026 – May 10, 2027

Stunning Gulf Views, Elevator to All Floors, Mini Golf, Heated Pool/Spa
Fun in the sun starts here - Hosted by RentAnnaMaria
Sunset Views from Shore to Please! - Hosted by RentAnnaMaria
Shore to Please - Hosted by RentAnnaMaria
Amazing Views! Main Living Space (3rd Floor) - Elevator to All Floors - Hosted by RentAnna Maria

Shore to Please

5 bedrooms·4½ baths
Anna Maria • Florida
5(13 reviews)

$3,580.18 USD total for 4 nights

Dec 1 – 5, 2026

Drift into island relaxation by the water
Blue-water bliss with swaying palms above
Dip your toes while you unwind in style
Welcome to Jungalow Bay

Jungalow Bay

3 bedrooms·3 baths
Anna Maria • Florida
5(1 review)

$3,700.36 USD total for 7 nights

Nov 11 – 18, 2026

Enjoy your waterfront pool and spa
Direct beachfront home - No Tan Lines
Elevated beachfront home with pool
Welcome to No Tan Lines!

No Tan Lines

4 bedrooms·4 baths
Anna Maria • Florida

$11,011.81 USD total for 7 nights

Dec 11 – 18, 2026

Welcome to Paradise
Private tropical oasis
Convenient ground level home
Charming beach house

Paradise Pointe

3 bedrooms·2 baths
Anna Maria • Florida

$3,588.55 USD total for 7 nights

Nov 28 – Dec 5, 2026

Private heated pool
Whispering Winds by Beach Boutique Rentals
Steps to the Bay!
Stylish living area
Full of character and charm!

Whispering Winds

2 bedrooms·2 baths
Anna Maria • Florida
5(5 reviews)

$3,178.68 USD total for 7 nights

Nov 15 – 22, 2026

Refreshing dips under open skies
Game room by the pool
Welcome to Pelican Place
Bright and welcoming island retreat

Pelican Place

3 bedrooms·2 baths
Anna Maria • Florida

$3,551.63 USD total for 7 nights

Dec 5 – 12, 2026

White Palms gorgeous pool
Welcome to White Palms
Ground level north end home!
Welcoming entryway
Adorable details

White Palms

3 bedrooms·2 baths
Anna Maria • Florida

$3,269.76 USD total for 7 nights

Nov 9 – 16, 2026