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

Enjoy the pool, drinks and a meal as the sun dips into the Gulf.
Grab the free paddle board and explore the waters around Indian Rocks Beach
Bahia Paradise
Add a 2nd 6-seater golf cart after booking so everyone can ride
Bahia Paradise

Bahia Paradise

4 bedrooms·4 baths
Indian Rocks Beach • Florida
5(1 review)

$3,040.71 USD total for 3 nights

Nov 28 – Dec 1, 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

Beautiful View Overlooking Canal, Dock, and Lift
Welcome to Villa Azure
Aerial View of Back of Property
V Azule- Evening- Canal, Lift
V Azule- Outside Dining-Patio

Villa Azule | Luxury Waterfront Retreat • Walk to Indian Rocks Beach

4 bedrooms·5 baths
Indian Rocks Beach • Florida
4.88(146 reviews)

$2,065.13 USD total for 3 nights

Nov 18 – 21, 2026

250 steps to the Beach! image 1
250 steps to the Beach! image 3
250 steps to the Beach! image 4
250 steps to the Beach! image 5
250 steps to the Beach! image 6

250 steps to the Beach!

2 bedrooms·1 bath
Indian Rocks Beach • Florida
4.82(159 reviews)

$1,525.00 USD total for 7 nights

Nov 18 – 25, 2026

Apollo Beach Oasis – 3BR Home w/ Fire Pit & BBQ
Apollo Beach Oasis – 3BR Home w/ Fire Pit & BBQ
Apollo Beach Oasis – 3BR Home w/ Fire Pit & BBQ
Apollo Beach Oasis – 3BR Home w/ Fire Pit & BBQ
Apollo Beach Oasis – 3BR Home w/ Fire Pit & BBQ

Apollo Beach Oasis – 3BR Home w/ Fire Pit & BBQ

3 bedrooms·2 baths
Apollo Beach • Florida

$1,558.57 USD total for 7 nights

Nov 21 – 28, 2026

Spend sunny days by the private pool, whether you’re cooling off, floating around,
Waterfront Escape | Heated Pool Kayaks & Boat Lift
From above, this home shows off its private, scenic setting, made for relaxing days and unforgettable moments.
Gather around the dining table just off the kitchen, perfect for family meals, morning coffee, or planning the day together.
easy outdoor living, with space to swim, unwind, and enjoy Florida’s warm weather.

Waterfront Escape | Heated Pool Kayaks & Boat Lift

3 bedrooms·2 baths
Apollo Beach • Florida

$2,325.00 USD $2,125.00 USD total for 5 nights

Nov 18 – 23, 2026

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

$1,405.00 USD total for 7 nights

Dec 11 – 18, 2026

Enjoy the pool, sit in the sand and watch the sunset or fish from the dock!
Comfortable poolside loungers waiting for you to relax and soak up the Florida sun
Sunlit pool within a screened enclosure, surrounded by lush landscaping—perfect for a refreshing swim or sunbathing
Waterfront Oasis w/screened & heated pool & dock image 4
Our pool area lit by evening lights, offering a tranquil setting for a nighttime dip or poolside relaxation

Sunset Cove Apollo Beach

3 bedrooms·2 baths
Apollo Beach • Florida
5(60 reviews)

$2,414.15 USD total for 6 nights

Nov 28 – Dec 4, 2026

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

$3,844.96 USD total for 3 nights

Nov 18 – 21, 2026

View from front yard
Short walk to fishing pier
Fishing pier before hurricane Milton - now open but shorter than this photo.
Newly remodeled kitchen
Renovated Waterfront Home

Renovated Waterfront Home

3 bedrooms·2 baths
Osprey • Florida
4.4(5 reviews)

$1,394.40 USD total for 7 nights

Nov 18 – 25, 2026

Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216
Osprey Harbor Village 216

Osprey Harbor Village 216

3 bedrooms·2 baths
Osprey • Florida

$8,340.00 USD total for 30 nights

Nov 18 – Dec 18, 2026

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym
Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym
Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym
Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym
Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

6 bedrooms·3½ baths
Tampa • Florida
5(55 reviews)

$5,989.00 USD $5,546.04 USD total for 3 nights

Nov 18 – 21, 2026

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room
#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

6 bedrooms·4 baths
Tampa • Florida

$3,869.60 USD total for 3 nights

Nov 18 – 21, 2026