The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage
The Bayou Breeze Cottage

The Bayou Breeze Cottage

1 bedroom·1 bath
St. Petersburg • Florida
5(28 reviews)

$ 417,87 USD $ 350,30 USD totaal voor 3 nachten

6–9 okt 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

$ 617,15 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Welcome to your private paradise just minutes from the beach—where relaxation begins the moment you pull in.
Big group? No problem. Our extendable dining table fits up to 10—perfect for family feasts, card nights, or celebratory toasts.
Get the best of both worlds: soft and firm pillows, a private ensuite, blackout blinds for restful sleep, and a king bed made for unwinding. Plus, a smart TV for ultimate relaxation.
When the beach is a few blocks away but the pool is right here. Welcome to the best of both worlds.
Skip the restaurants (if you want to). This kitchen’s got everything: oven, microwave, fridge, dishwasher—even a TV so you don’t miss a moment.

Siesta Key Home | Heated Pool, Theater & Arcade

4 bedrooms·3 baths
Siesta Key • Florida
5(36 reviews)

$ 3.195,95 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Front of Home
Front of Home
Dining Area
Dining Area
Dining Area

The Parkside Retreat at 78th Street

3 bedrooms·2 baths
Pinellas Park • Florida
$114 – $250/ nacht(excl. kosten & belastingen)
Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 1
Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 2
Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 3
Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 4
Lovely room 5 miles from Siesta Key w/ Pool & Spa! image 5

Lovely room 5 miles from Siesta Key w/ Pool & Spa!

1 bedroom·1 bath
Sarasota • Florida
4.87(60 reviews)

$ 225,00 USD totaal voor 3 nachten

4–7 okt 2026

Cozy Room 5 miles from beaches! image 1
Cozy Room 5 miles from beaches! image 2
Cozy Room 5 miles from beaches! image 3
Cozy Room 5 miles from beaches! image 4
Cozy Room 5 miles from beaches! image 5

Cozy Room 5 miles from beaches!

1 bedroom·1 bath
Sarasota • Florida
4.95(75 reviews)

$ 225,00 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Beautiful details that set this home apart. Oceanfront Luxury home.
Ocean Front with 180 degree views inside the home of the ocean
The most epic sunsets you have ever seen!
Master #1 - King Bed ( There are two of these rooms mirrored on each side of the house)
Dinning Room

OceanfrontVilla/Pool/HotTub/8bedroom

8 bedrooms·6 baths
Redington Shores • Florida
5(4 reviews)

$ 4.927,26 USD totaal voor 3 nachten

28 sep – 1 okt 2026

you never have to cover the windows, it's a private yard.
Pool view from the dining area
TOP WORLD BEACH AND #1 US BEACH
my favorite yellow lifeguard shack. LET'S GO VISIT>>>>> Are you coming????
Dining Room

#1 Siesta Key Beach Glass House w/supplies

2 bedrooms·2 baths
Siesta Key • Florida
4.64(58 reviews)

$ 2.062,25 USD totaal voor 7 nachten

3–10 okt 2026

Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 3
Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 2
Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 1
Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 4
Villa Blanca | Luxury 5BR Pool Home on Siesta Key image 5

Blanca Cottage| Private 2BR Pool Home Near Siesta

2 bedrooms·2 baths
Siesta Key • Florida
5(2 reviews)

$ 13.392,70 USD totaal voor 14 nachten

12–26 dec 2026

Pool
Kitchen
Patio
Patio
Patio

Pond-side ART-home with private pool. DOGS WELCOME

5 bedrooms·3 baths
Pinellas Park • Florida
5(20 reviews)
$318/ nacht(excl. kosten & belastingen)
Relaxed lounge area, kick back, stream, and recharge.
Open living space designed for comfort, light, and flow.
Inviting dining space with subtle coastal tones for shared meals and relaxed evenings.
Fully equipped kitchen, perfect for easy meals or longer stays.
Modern kitchen with clean lines and coastal-inspired finishes.

The Indigo Escape

2 bedrooms·2 baths
Sarasota • Florida

$ 6.757,67 USD totaal voor 14 nachten

28 sep – 12 okt 2026

The Sapphire Escape
The Sapphire Escape
The Sapphire Escape
The Sapphire Escape
The Sapphire Escape

The Sapphire Escape

1 bedroom·1 bath
Sarasota • Florida

$ 2.053,91 USD totaal voor 14 nachten

21 okt – 4 nov 2026

2 Bedroom/2 Bath, One Floor condominium
2 Bedroom/2 Bath, One Floor condominium
2 Bedroom/2 Bath, One Floor condominium
2 Bedroom/2 Bath, One Floor condominium
2 Bedroom/2 Bath, One Floor condominium

2 Bedroom/2 Bath, One Floor condominium

2 bedrooms·2 baths
Sarasota • Florida
$100/ nacht(excl. kosten & belastingen)
Spotless & Tranquil Bungalow (Allergen Friendly)
Ra the Tortoise, he loves cucumbers so bring some snackies!
Spotless & Tranquil Bungalow (Allergen Friendly)
Spotless & Tranquil Bungalow (Allergen Friendly)
Spotless & Tranquil Bungalow (Allergen Friendly)

Spotless & Tranquil Bungalow (Allergen Friendly)

1 bedroom·1 bath
Parrish • Florida
5(82 reviews)

$ 718,80 USD totaal voor 3 nachten

4–7 jan 2027

Casa mar - Unit 74
Casa mar - Unit 74
Casa mar - Unit 74
Casa mar - Unit 74
Casa mar - Unit 74

Casa mar - Unit 74

1 bedroom·1 bath
Siesta Key • Florida

$ 873,20 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Casa Mar - Unit 4 1 Bedroom 1 Bath
Casa Mar - Unit 4 1 Bedroom 1 Bath
Casa Mar - Unit 4 1 Bedroom 1 Bath
Casa Mar - Unit 4 1 Bedroom 1 Bath
Casa Mar - Unit 4 1 Bedroom 1 Bath

Casa Mar - Unit 4 1 Bedroom 1 Bath

1 bedroom·1 bath
Siesta Key • Florida

$ 941,60 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Casa Mar - Unit 12A 1 Bedroom 1 Bath Pool View
Casa Mar - Unit 12A 1 Bedroom 1 Bath Pool View
Casa Mar - Unit 12A 1 Bedroom 1 Bath Pool View
Casa Mar - Unit 12A 1 Bedroom 1 Bath Pool View
Casa Mar - Unit 12A 1 Bedroom 1 Bath Pool View

Casa Mar - Unit 12A 1 Bedroom 1 Bath Pool View

1 bedroom·1 bath
Siesta Key • Florida

$ 941,60 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Casa Mar - Unit 26 1 Bedroom 1 Bath Pool View
Casa Mar - Unit 26 1 Bedroom 1 Bath Pool View
Casa Mar - Unit 26 1 Bedroom 1 Bath Pool View
Casa Mar - Unit 26 1 Bedroom 1 Bath Pool View
Casa Mar - Unit 26 1 Bedroom 1 Bath Pool View

Casa Mar - Unit 26 1 Bedroom 1 Bath Pool View

1 bedroom·1 bath
Siesta Key • Florida

$ 941,60 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Casa Mar - Unit 31 ; 2 Bedroom 1.5 Bath Pool Side
Casa Mar - Unit 31 ; 2 Bedroom 1.5 Bath Pool Side
Casa Mar - Unit 31 ; 2 Bedroom 1.5 Bath Pool Side
Casa Mar - Unit 31 ; 2 Bedroom 1.5 Bath Pool Side
Casa Mar - Unit 31 ; 2 Bedroom 1.5 Bath Pool Side

Casa Mar - Unit 31 ; 2 Bedroom 1.5 Bath Pool Side

2 bedrooms·2 baths
Siesta Key • Florida
Casa Mar - Unit 33 ; 2 Bedroom 1.5 Bath Pool View
Casa Mar - Unit 33 ; 2 Bedroom 1.5 Bath Pool View
Casa Mar - Unit 33 ; 2 Bedroom 1.5 Bath Pool View
Casa Mar - Unit 33 ; 2 Bedroom 1.5 Bath Pool View
Casa Mar - Unit 33 ; 2 Bedroom 1.5 Bath Pool View

Casa Mar - Unit 33 ; 2 Bedroom 1.5 Bath Pool View

2 bedrooms·2 baths
Siesta Key • Florida

$ 1.254,40 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Casa Mar Unit 34 | 2BR Steps to Beach
Casa Mar Unit 34 | 2BR Steps to Beach
Casa Mar Unit 34 | 2BR Steps to Beach
Casa Mar Unit 34 | 2BR Steps to Beach
Casa Mar Unit 34 | 2BR Steps to Beach

Casa Mar Unit 34 | 2BR Steps to Beach

2 bedrooms·2 baths
Siesta Key • Florida

$ 1.254,40 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Casa Mar - Unit 35 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 35 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 35 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 35 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 35 ; 2 Bedroom 2 Bath Beach Front

Casa Mar - Unit 35 ; 2 Bedroom 2 Bath Beach Front

2 bedrooms·2 baths
Siesta Key • Florida

$ 1.560,40 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Casa Mar - Unit 37 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 37 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 37 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 37 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 37 ; 2 Bedroom 2 Bath Beach Front

Casa Mar - Unit 37 ; 2 Bedroom 2 Bath Beach Front

2 bedrooms·2 baths
Siesta Key • Florida

$ 1.560,40 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Casa Mar - Unit 41 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 41 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 41 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 41 ; 2 Bedroom 2 Bath Beach Front
Casa Mar - Unit 41 ; 2 Bedroom 2 Bath Beach Front

Casa Mar - Unit 41 ; 2 Bedroom 2 Bath Beach Front

2 bedrooms·2 baths
Siesta Key • Florida

$ 1.560,40 USD totaal voor 3 nachten

28 sep – 1 okt 2026