Front of Home
Front door to unit
Entrance Stairs
Kitchen
Closet in Kitchen area

The Blue House in Clearwater

2 bedrooms·1 bath
Clearwater • Florida

3559,50 $ USD total por 30 noches

7 nov – 7 dic 2026

Gulf Breeze Getaway - Sand Key image 1
Gulf Breeze Getaway - Sand Key image 2
Gulf Breeze Getaway - Sand Key image 3
Gulf Breeze Getaway - Sand Key image 4
Gulf Breeze Getaway - Sand Key image 5

Gulf Breeze Getaway - Sand Key

2 bedrooms·2 baths
Clearwater • Florida

5650,00 $ USD total por 30 noches

7 nov – 7 dic 2026

Where the view becomes your backdrop
Your waterfront pool retreat awaits
Welcome to The Lookout
Your beach escape begins inside

The Lookout

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

5237,89 $ USD total por 7 noches

30 nov – 7 dic 2026

Blissful pool and spa
Huge backyard paradise
Welcome to adorable Anna Margaritas
Come on in!
Welcoming open floor plan

Anna Margaritas

2 bedrooms·2 baths
Anna Maria • Florida

3087,60 $ USD total por 7 noches

8–15 dic 2026

Welcome to Luxe Island Escape
Multi-level decks overlooking the pool
Main foyer
Amazing views from every room

Luxe Island Escape

4 bedrooms·4½ baths
Anna Maria • Florida
5(1 review)

6334,58 $ USD total por 7 noches

10–17 nov 2026

Resort-style backyard retreat
Welcome to the Veranda on Jacaranda
Tropical vacation begins here

The Veranda on Jacaranda

4 bedrooms·3½ baths
Anna Maria • Florida

4301,22 $ USD total por 7 noches

4–11 dic 2026

A pool unlike any other
Fun beyond the beach awaits
Welcome to Beachfront Bliss
Welcome to unforgettable island living
Open living area made for gathering

Beachfront Bliss

5 bedrooms·5½ baths
Anna Maria • Florida

11.473,38 $ USD total por 7 noches

13–20 nov 2026

Huge pool with attached spa
Welcome to Paradise Blu!
Huge tropical yard and pool
Grand living room with views

Paradise Blu

4 bedrooms·4½ baths
Anna Maria • Florida
5(2 reviews)

5842,24 $ USD total por 7 noches

15–22 nov 2026

Poolside backyard retreat
Kick back and relax poolside
Welcome to Bay Bungalow
Step inside the open living space
Recently updated interior with new furniture

Bay Bungalow

3 bedrooms·2 baths
Anna Maria • Florida

3058,06 $ USD total por 7 noches

29 nov – 6 dic 2026

Experience luxury!
Beautiful backyard at any time of the day
Amazing views from the top deck
Almost bay front location

Pier to Pier Paradise

4 bedrooms·4½ baths
Anna Maria • Florida

5359,75 $ USD total por 7 noches

16–23 nov 2026

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

No Tan Lines

4 bedrooms·4 baths
Anna Maria • Florida

11.011,81 $ USD total por 7 noches

11–18 dic 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)

2895,58 $ USD total por 7 noches

7–14 nov 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

3269,76 $ USD total por 7 noches

8–15 nov 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)

3768,69 $ USD total por 7 noches

11–18 nov 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

3554,09 $ USD total por 7 noches

5–12 dic 2026

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

Paradise Pointe

3 bedrooms·2 baths
Anna Maria • Florida

3331,31 $ USD total por 7 noches

11–18 nov 2026

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)

3096,21 $ USD total por 7 noches

10–17 nov 2026

Sunny Limelight pool
See how close you are to the beach
Welcome to Limelight!
Bright open living space

Limelight

3 bedrooms·2 baths
Anna Maria • Florida

3067,90 $ USD total por 7 noches

12–19 nov 2026

Secluded backyard
Private saltwater pool
So close to the beach!
Bliss by the Beach- Beach Boutique Rentals
Beautiful and open kitchen

Bliss by the Beach

2 bedrooms·2 baths
Anna Maria • Florida

3787,95 $ USD total por 5 noches

5–10 jun 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)

3580,18 $ USD total por 4 noches

1–5 dic 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)

4611,39 $ USD total por 7 noches

29 nov – 6 dic 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)

4095,66 $ USD total por 4 noches

8–12 may 2027

Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater
Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater

Sleeps 25 • Heated Pool • Indoor/Outdoor Games• Theater

7 bedrooms·4 baths
Tampa • Florida

3612,00 $ USD total por 3 noches

7–10 nov 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

3384,23 $ USD total por 7 noches

7–14 nov 2026