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 total for 3 nights

Sep 7 – 10, 2026

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b
Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

2 bedrooms·2 baths
St. Petersburg • Florida
4.67(12 reviews)

$2,548.40 USD total for 28 nights

Sep 7 – Oct 5, 2026

Bathroom
Kitchen
Beach
Building Arial View
St Pete Beach

St Pete Beachside Condo

1 bedroom·1 bath
St. Pete Beach • Florida
5(3 reviews)

$1,274.78 USD total for 5 nights

Sep 7 – 12, 2026

Village Canal home short walk to Beach with pool
Village Canal home short walk to Beach with pool
Village Canal home short walk to Beach with pool
Village Canal home short walk to Beach with pool
Village Canal home short walk to Beach with pool

Village Canal home short walk to Beach with pool

3 bedrooms·2 baths
Siesta Key • Florida
5(26 reviews)
$525/ night(excl. fees & taxes)
Your favorite beach getaway (4)
Your favorite beach getaway (4)
Your favorite beach getaway (4)
Shared Laundry room located on 1st flooor
Your favorite beach getaway (4)

Your favorite beach getaway (4)

1 bedroom·1 bath
St. Pete Beach • Florida
5(3 reviews)

$1,606.00 USD total for 6 nights

Sep 7 – 13, 2026

Miscellaneous
Beach
Miscellaneous
Miscellaneous
Terrace/patio

Waterfront 3BR 2 1/2 Bath, Amazing View-Sunrises!

3 bedrooms·2½ baths
St. Pete Beach • Florida
5(3 reviews)
$250 – $500/ night(excl. fees & taxes)
The Downtown Dali House City of St. Petersburg image 1
The Downtown Dali House City of St. Petersburg image 2
The Downtown Dali House City of St. Petersburg image 3
The Downtown Dali House City of St. Petersburg image 4
The Downtown Dali House City of St. Petersburg image 5

The Downtown Dali House City of St. Petersburg

3 bedrooms·2 baths
St. Petersburg • Florida
4.86(7 reviews)

$1,190.00 USD total for 3 nights

Sep 7 – 10, 2026

Living room with Full Size sleep sofa
Private condo steps to beach (3)
Private condo steps to beach (3)
Newly remodeled bathroom as of 1/2024
Fully equipped kitchen

Private condo steps to beach (3)

1 bedroom·1 bath
St. Pete Beach • Florida

$1,511.70 USD total for 6 nights

Sep 7 – 13, 2026

Paradiso Banyan
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan
Paradiso Banyan

Paradiso Banyan

2 bedrooms·2 baths
Sarasota • Florida
$150/ night(excl. fees & taxes)
Azure Palms Hideaway image 1
Azure Palms Hideaway image 2
Azure Palms Hideaway image 3
Azure Palms Hideaway image 4
Azure Palms Hideaway image 5

Azure Palms Hideaway

3 bedrooms·2 baths
St. Petersburg • Florida

$5,170.00 USD total for 30 nights

Sep 7 – Oct 7, 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)
$446 – $860/ night(excl. fees & taxes)
Toes in the water...
Kitchen / eating area
Kitchen
Eating Area
Catch sunsets like this just a 2 min walk from your front door.

St Pete Beach Condo - Steps to the Sand! Pool, Pickleball, Dual Gulf & Bay Views

2 bedrooms·2 baths
St. Pete Beach • Florida

$1,130.00 USD total for 3 nights

Sep 7 – 10, 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 total for 7 nights

Sep 12 – 19, 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/ night(excl. fees & taxes)
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 total for 14 nights

Sep 7 – 21, 2026

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 total for 14 nights

Sep 7 – 21, 2026

Gulf Gate Paradise near Siesta Key beaches
Gulf Gate Paradise near Siesta Key beaches
Gulf Gate Paradise near Siesta Key beaches
Gulf Gate Paradise near Siesta Key beaches
Gulf Gate Paradise near Siesta Key beaches

Gulf Gate Paradise near Siesta Key beaches

1 bedroom·1 bath
Sarasota • Florida
5(71 reviews)

$427.00 USD total for 3 nights

Sep 7 – 10, 2026

St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)
St Pete Beach Condo (2)

St Pete Beach Condo (2)

1 bedroom·1½ baths
St. Pete Beach • Florida

$18,060.00 USD $16,269.00 USD total for 90 nights

Sep 7 – Dec 6, 2026

St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)
St Pete Beach Condo (1)

St Pete Beach Condo (1)

1 bedroom·1½ baths
St. Pete Beach • Florida

$19,504.80 USD total for 90 nights

Sep 7 – Dec 6, 2026

Gulf Gate Escape near Siesta Key Beaches
Gulf Gate Escape near Siesta Key Beaches
Gulf Gate Escape near Siesta Key Beaches
Gulf Gate Escape near Siesta Key Beaches
Gulf Gate Escape near Siesta Key Beaches

Gulf Gate Escape near Siesta Key Beaches

2 bedrooms·2 baths
Sarasota • Florida

$722.00 USD total for 3 nights

Sep 7 – 10, 2026

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 total for 3 nights

Sep 7 – 10, 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 62 ; 1 Bedroom 1 Bath Courtyard
Casa mar - Unit 62 ; 1 Bedroom 1 Bath Courtyard
Casa mar - Unit 62 ; 1 Bedroom 1 Bath Courtyard
Casa mar - Unit 62 ; 1 Bedroom 1 Bath Courtyard
Casa mar - Unit 62 ; 1 Bedroom 1 Bath Courtyard

Casa mar - Unit 62 ; 1 Bedroom 1 Bath Courtyard

1 bedroom·1 bath
Siesta Key • Florida

$941.60 USD total for 3 nights

Sep 7 – 10, 2026

Casa Mar - Unit 17 1 Bedroom 1 Bath
Casa Mar - Unit 17 1 Bedroom 1 Bath
Casa Mar - Unit 17 1 Bedroom 1 Bath
Casa Mar - Unit 17 1 Bedroom 1 Bath
Casa Mar - Unit 17 1 Bedroom 1 Bath

Casa Mar - Unit 17 1 Bedroom 1 Bath

1 bedroom·1 bath
Siesta Key • Florida

$3,660.80 USD total for 14 nights

Oct 2 – 16, 2026

Free cancellation