The tiny home sits on a private 1.5 acre inland peninsula!
[Patio] Shared outdoor living space with fire pit
[Living area] This luxury 270sqft craftsman style tiny home is in the ideal location for your beach getaway.
Outdoor dining options available in the screened in lounge.
[Kitchen] Fully equipped kitchen featuring stainless steel appliances & gas cooktop. Coffee maker for all the coffee lovers out there!

·@Tiffanythetinyhome| island | netflix|bike|hammock

1 bedroom·1 bath
Sarasota • Florida

$437.00 USD total for 3 nights

Nov 9 – 12, 2026

[Living area] Smart TV with Netflix & Hulu
Waterfront tiny home sits on a private 1.5 acre inland peninsula! The perfect location for bird watching & kayaking around the lake.
[Living area] Doorway to the left leads into the main bedroom.
[Kitchen] Fully stocked & equipped kitchen with large farm sink and convection cooktop.
[Living area] French doors open up into the spacious backyard. Sofa converts into a bed for additional sleeping space.

@Shellmateisland |tiny home| island| bikes| kayaks

1 bedroom·1 bath
Sarasota • Florida

$557.00 USD total for 3 nights

Nov 9 – 12, 2026

We have it all - beautiful beach and comfortable accommodation
Living room with queen sofa bed and upgraded mattress. Comfortable rocking chairs. Smart TV - guests can use their Netflix, Amazon movie's, Hulu, etc. Basic cable is available in the living room TV as well.
Heated community pool for residents and guests only. Hours of operations: 9am-10pm.
The condo and the beach - very short walk across beach parking lot. St. Pete Beach - votes #1 beach in US by TripAdvisor in 2021.
Living room, kitchen and the coffee station

Condo in Beachfront Resort with Heated Pool

1 bedroom·1 bath
St. Pete Beach • Florida
5(29 reviews)

$563.87 USD total for 3 nights

Nov 18 – 21, 2026

Seasonal Waterfront Vacation Condo
Seasonal Waterfront Vacation Condo
Seasonal Waterfront Vacation Condo
Seasonal Waterfront Vacation Condo
Seasonal Waterfront Vacation Condo

Seasonal Waterfront Vacation Condo

1 bedroom·1 bath
South Pasadena • Florida

$3,150.00 USD total for 30 nights

Mar 26 – Apr 25, 2027

Funshine Sunset Beach - Steps from the beach!!
Funshine Sunset Beach - Steps from the beach!!
Funshine Sunset Beach - Steps from the beach!!
Funshine Sunset Beach - Steps from the beach!!
Funshine Sunset Beach - Steps from the beach!!

Funshine Sunset Beach - Steps from the beach!!

1 bedroom·1 bath
Treasure Island • Florida
5(142 reviews)

$521.31 USD total for 3 nights

Nov 9 – 12, 2026

FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat
FREE NIGHT! Aloha! Hawaiian surf inspired retreat

FREE NIGHT! Aloha! Hawaiian surf inspired retreat

1 bedroom·2 baths
Treasure Island • Florida

$609.40 USD total for 3 nights

Apr 22 – 25, 2027

FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!
FREE NIGHT! Jeffreys Bay African retreat!

FREE NIGHT! Jeffreys Bay African retreat!

2 bedrooms·1 bath
Treasure Island • Florida

$676.10 USD total for 3 nights

Apr 22 – 25, 2027

Located directly on the beach! Morning coffee on the lanai overlooking Gulf and beach!
New living room furniture with views!
Siesta Key Beachfront Condo
Siesta Key Beachfront Condo
Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

2 bedrooms·2 baths
Siesta Key • Florida

$3,113.26 USD total for 7 nights

Nov 28 – Dec 5, 2026

Relax in the spacious living room while enjoying breathtaking Gulf views through floor-to-ceiling sliding glass doors leading out to the screened/glassed lanai
Spacious living room with comfortable leather seating, a large smart TV, and direct access to the screened/glassed lanai.
Beautifully updated gourmet kitchen featuring granite countertops, stainless steel appliances, and plenty of room to prepare meals.
Designed with extended stays in mind, this spacious kitchen offers abundant cabinetry and generous workspace.
The open dining area comfortably seats six and flows seamlessly into the beautifully updated kitchen.

Gulf Front on Siesta Key - Fishermans Haven 403

2 bedrooms·2 baths
Sarasota • Florida

$7,734.34 USD total for 27 nights

Dec 30, 2026 – Jan 26, 2027

7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key
7th-Floor Water-View Getaway on Siesta Key

7th-Floor Water-View Getaway on Siesta Key

1 bedroom·1 bath
Siesta Key • Florida

$1,300.00 USD total for 7 nights

Dec 11 – 18, 2026

Large 2 story bungalow home with huge front porch
Need a great place close to everything for your friends for your bachelorette party?
Entire historic micro resort for your event
Look what our guests say about our space
Entire historic micro resort for your event

Entire historic micro resort for your event

9 bedrooms·6 baths
St. Petersburg • Florida

$2,774.75 USD total for 3 nights

Nov 9 – 12, 2026

Spacious 3Unit Retreat great for Groups & Families
Pick up a share bike in the park and bike to the waterfront
Spacious 3Unit Retreat great for Groups & Families
A stroll in the park
Spacious 3Unit Retreat great for Groups & Families

Spacious 3Unit Retreat great for Groups & Families

7 bedrooms·5 baths
St. Petersburg • Florida

$1,858.90 USD total for 3 nights

Nov 9 – 12, 2026

Welcome to our bungalow, The Banyan House in the Historic Uptown neighborhood
Beautiful park steps away
2x King en-Suites walkable Downtown Pet Friendly
A stroll in the park
2x King en-Suites walkable Downtown Pet Friendly

2x King en-Suites walkable Downtown Pet Friendly

2 bedrooms·2 baths
St. Petersburg • Florida

$672.95 USD total for 3 nights

Nov 9 – 12, 2026

Spacious Family Stay - Pet Friendly
Spacious Family Stay - Pet Friendly
Spacious Family Stay - Pet Friendly
Spacious Family Stay - Pet Friendly
Spacious Family Stay - Pet Friendly

Spacious Family Stay - Pet Friendly

3 bedrooms·2 baths
St. Petersburg • Florida

$666.15 USD total for 3 nights

Nov 9 – 12, 2026

Welcome to our historic downtown bungalow
Book a dolphin tour with us
Sprawling 5BR Bungalow Home Perfect for Groups
Sprawling 5BR Bungalow Home Perfect for Groups
Sprawling 5BR Bungalow Home Perfect for Groups

Sprawling 5BR Bungalow Home Perfect for Groups

5 bedrooms·4 baths
St. Petersburg • Florida

$1,541.75 USD total for 3 nights

Nov 9 – 12, 2026

A bed for your wary heads
Get out and smell the roses
May I have a table for 2? Sure
See the ugly duckling turned into a swan
Did someone say " let there be light" ???

The Twisted Tulip-a curious stay

1 bedroom·1 bath
St. Petersburg • Florida

$322.33 USD total for 3 nights

Nov 15 – 18, 2026

Cozy Dali Inspired Loft for Couples & Small Groups
Park views
Relax with a book or journal—your peaceful, artistic corner
Enjoy the tranquility of our park
Cozy Dali Inspired Loft for Couples & Small Groups

Cozy Dali Inspired Loft for Couples & Small Groups

2 bedrooms·1 bath
St. Petersburg • Florida

$450.35 USD total for 3 nights

Nov 9 – 12, 2026

Meet the Banyan Just steps from your door, this majestic banyan tree in the neighborhood park inspired the name of our cozy retreat. Rooted in history, just like your next memory.
Cozy meets creative in this sunny lounge! Enjoy fast Wi-Fi, Smart TV, and artistic touches throughout—ideal for relaxing with a good show or planning your next St. Pete adventure.
Cozy Couples Artsy Retreat with Local Art Walkable
Your Neighborhood Oasis Just around the corner, unwind by the peaceful pond and fountain—perfect for a morning walk or a sunset stroll under the palms.
Vibrant gallery wall meets comfy sofa—this cozy corner is perfect for lounging, reading, or sharing a glass of wine in a bold, art-inspired setting.

Cozy Couples Artsy Retreat with Local Art Walkable

2 bedrooms·1 bath
St. Petersburg • Florida

$469.25 USD total for 3 nights

Nov 9 – 12, 2026

Funshine Pointe Capri - Newly Renovated - Intercoastal Views
Funshine Pointe Capri - Newly Renovated - Intercoastal Views
Funshine Pointe Capri - Newly Renovated - Intercoastal Views
Funshine Pointe Capri - Newly Renovated - Intercoastal Views
Funshine Pointe Capri - Newly Renovated - Intercoastal Views

Funshine Pointe Capri - Newly Renovated - Intercoastal Views

1 bedroom·1 bath
Treasure Island • Florida
5(178 reviews)

$585.87 USD total for 3 nights

Nov 22 – 25, 2026

[Living area] Smart TV with Netflix & sofa bed
[Dining area] Free bikes, kayaks & beach gear are included in this rental!
[Kitchen] Fully stocked & equipped kitchen with updated appliances. Coffee maker & complimentary coffee provided.
[Living area] Smart TV with Netflix & sofa bed
Here's one of my 5-star reviews...improving every day!

Walk score 82 | bikes | kayak | 214mbps | foam bed

1 bedroom·1 bath
St. Petersburg • Florida

$527.00 USD total for 3 nights

Nov 9 – 12, 2026

[Entrance] Self-check in with keypad
[Exterior] Unit is located towards the back of the property
[Living area] Smart TV with Netflix
[Bathroom] Full size standing shower with plenty of warm water & great shower pressure.
[Living area] Sofa folds out into a sofa bed for additional sleeping space

Outskirt Downtown | 400ft² | bikes | kayak|netflix

1 bedroom·1 bath
St. Petersburg • Florida

$723.00 USD total for 3 nights

Nov 9 – 12, 2026

Comfortable sleeper sofa for guests while immersed in the tranquil ocean vibe!
Wonderful open space living area to relax and watch your favorite game or a good movie!
Have a picnic right on the water with the breathtaking view!
Enjoy your morning coffee and breakfast at the open concept dining area.
The bay beach in the community is a day of fun and sun!

Bahia Beach Calm Ruskin Retreat

2 bedrooms·1½ baths
Ruskin • Florida

$626.42 USD total for 3 nights

Nov 9 – 12, 2026

Comfortable sleeper sofa for guests while immersed in the tranquil ocean vibe!
Wonderful open space living area to relax and watch your favorite game or a good movie!
Enjoy your favorite movie or watch your favorite team on this nice smart TV and relax!
Enjoy your morning coffee and breakfast at the open concept dining area.
Breathtaking views off the living area!

Bahia Beach Calm Ruskin Retreat

2 bedrooms·1½ baths
Ruskin • Florida

$586.25 USD total for 3 nights

Nov 9 – 12, 2026

SeaBreeze 101-Sunsets, sand, pool! Free parking
SeaBreeze 101-Sunsets, sand, pool! Free parking
SeaBreeze 101-Sunsets, sand, pool! Free parking
SeaBreeze 101-Sunsets, sand, pool! Free parking
SeaBreeze 101-Sunsets, sand, pool! Free parking

SeaBreeze 101-Sunsets, sand, pool! Free parking

2 bedrooms·2 baths
Madeira Beach • Florida
5(31 reviews)

$1,180.85 USD total for 3 nights

Nov 14 – 17, 2026