My Sunny home on the Bay. image 1
My Sunny home on the Bay. image 2
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My Sunny home on the Bay. image 6

My Sunny home on the Bay.

2 bedrooms·2 baths
Bradenton • Florida
4.98(273 reviews)

$ 576,61 USD totaal voor 3 nachten

26–29 okt 2026

Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental

Sarasota vacation rental

3 bedrooms·2 baths
Sarasota • Florida

$ 500,00 USD totaal voor 3 nachten

23–26 okt 2026

La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 1
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 2
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 3
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 4
La Quinta Sarasota 2 Double | Breakfast, Gym&Pool image 5

La Quinta Sarasota 2 Double | Breakfast, Gym&Pool

1 bedroom·1 bath
Sarasota • Florida

$ 403,41 USD totaal voor 3 nachten

23–26 okt 2026

La Quinta Sarasota King Std | Breakfast, Gym&Pool image 1
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 2
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 3
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 4
La Quinta Sarasota King Std | Breakfast, Gym&Pool image 5

La Quinta Sarasota King Std | Breakfast, Gym&Pool

1 bedroom·1 bath
Sarasota • Florida

$ 372,90 USD totaal voor 3 nachten

23–26 okt 2026

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 totaal voor 3 nachten

23–26 okt 2026

Azure Palms Hideaway image 1
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Azure Palms Hideaway

3 bedrooms·2 baths
St. Petersburg • Florida

$ 5.170,00 USD totaal voor 30 nachten

23 okt – 22 nov 2026

Dans Florida Condos Ocean Pearl at Runaway Bay
Dans Florida Condos Ocean Pearl at Runaway Bay
Dans Florida Condos Ocean Pearl at Runaway Bay
Dans Florida Condos Ocean Pearl at Runaway Bay
Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

2 bedrooms·2 baths
Bradenton Beach • Florida

$ 2.334,52 USD totaal voor 7 nachten

12–19 nov 2026

Gulf Drive Living
Gulf Drive Living
Gulf Drive Living
Gulf Drive Living
Gulf Drive Living

Gulf Drive Living

2 bedrooms·1 bath
Holmes Beach • Florida

$ 3.150,00 USD totaal voor 7 nachten

23–30 okt 2026

Dans Florida Condos Dolphin Bay at Runaway Bay
Dans Florida Condos Dolphin Bay at Runaway Bay
Dans Florida Condos Dolphin Bay at Runaway Bay
Dans Florida Condos Dolphin Bay at Runaway Bay
Dans Florida Condos Dolphin Bay at Runaway Bay

Dans Florida Condos Dolphin Bay at Runaway Bay

2 bedrooms·2 baths
Bradenton Beach • Florida

$ 2.353,00 USD totaal voor 7 nachten

23–30 okt 2026

the Seaside 21 image 1
the Seaside 21 image 2
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the Seaside 21 image 5

the Seaside 21

2 bedrooms·2 baths
Holmes Beach • Florida
4.77(22 reviews)

$ 2.180,00 USD totaal voor 7 nachten

13–20 nov 2026

Heated pool & spa
Bathroom 1 bath/shower
Bathroom 2 walk in shower
Bedroom 1
Bedroom 3

Heated Pool & Spa 3bd/2bth, near Siesta Key Beach

3 bedrooms·2 baths
Sarasota • Florida

$ 810,00 USD totaal voor 3 nachten

23–26 okt 2026

Freshly harvested coconuts await your arrival for every person in your booking. (No additional charge). So plan to grab a coconut, set up your beach chair and put your feet in the white sands of Anna Maria Island. Cheers to a relaxing getaway!
Cozy but comfortable living room area.
Main bedroom with queen bed with calm blue accents and comfortable bedding.
2nd bedroom with a twin bed over full bunkbed. Closet space for storage.
Back patio sitting area with comfortable plush sectional sofa and arm chairs facing park and small mangrove preserve.

Coconuts included!+Family Friendly!+Close to Beach

2 bedrooms·2 baths
Holmes Beach • Florida
5(1 review)

$ 1.968,03 USD totaal voor 7 nachten

23–30 okt 2026

Dans Florida Condos Sea Esta at Runaway Bay
Dans Florida Condos Sea Esta at Runaway Bay
Dans Florida Condos Sea Esta at Runaway Bay
Dans Florida Condos Sea Esta at Runaway Bay
Dans Florida Condos Sea Esta at Runaway Bay

Dans Florida Condos Sea Esta at Runaway Bay

1 bedroom·1 bath
Bradenton Beach • Florida

$ 1.777,76 USD totaal voor 7 nachten

23–30 okt 2026

Dans Florida Condos Sandy Slippers at Runaway Bay
Dans Florida Condos Sandy Slippers at Runaway Bay
Dans Florida Condos Sandy Slippers at Runaway Bay
Dans Florida Condos Sandy Slippers at Runaway Bay
Dans Florida Condos Sandy Slippers at Runaway Bay

Dans Florida Condos Sandy Slippers at Runaway Bay

2 bedrooms·2 baths
Bradenton Beach • Florida

$ 2.467,80 USD totaal voor 7 nachten

25 okt – 1 nov 2026

Dans Florida Condos Sea Dream at Runaway Bay
Dans Florida Condos Sea Dream at Runaway Bay
Dans Florida Condos Sea Dream at Runaway Bay
Dans Florida Condos Sea Dream at Runaway Bay
Dans Florida Condos Sea Dream at Runaway Bay

Dans Florida Condos Sea Dream at Runaway Bay

2 bedrooms·2 baths
Bradenton Beach • Florida

$ 2.169,88 USD totaal voor 7 nachten

23–30 okt 2026

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
Cozy Couples Artsy Retreat with Local Art Walkable
Cozy Couples Artsy Retreat with Local Art Walkable
Cozy Couples Artsy Retreat with Local Art Walkable

Cozy Couples Artsy Retreat with Local Art Walkable

2 bedrooms·1 bath
St. Petersburg • Florida

$ 541,70 USD totaal voor 3 nachten

25–28 okt 2026

Cozy Dali Inspired Loft for Couples & Small Groups
Cozy Dali Inspired Loft for Couples & Small Groups
Cozy Dali Inspired Loft for Couples & Small Groups
Cozy Dali Inspired Loft for Couples & Small Groups
Relax with a book or journal—your peaceful, artistic corner

Cozy Dali Inspired Loft for Couples & Small Groups

2 bedrooms·1 bath
St. Petersburg • Florida

$ 516,50 USD totaal voor 3 nachten

26–29 okt 2026

Spacious 3Unit Retreat great for Groups & Families
Spacious 3Unit Retreat great for Groups & Families
Spacious 3Unit Retreat great for Groups & Families
Spacious 3Unit Retreat great for Groups & Families
Spacious 3Unit Retreat great for Groups & Families

Spacious 3Unit Retreat great for Groups & Families

8 bedrooms·5 baths
St. Petersburg • Florida

$ 1.861,00 USD totaal voor 3 nachten

25–28 okt 2026

Large 2 story bungalow home with huge front porch
Entire historic micro resort for your event
Entire historic micro resort for your event
Entire historic micro resort for your event
Entire historic micro resort for your event

Entire historic micro resort for your event

10 bedrooms·6 baths
St. Petersburg • Florida

$ 2.789,45 USD totaal voor 3 nachten

26–29 okt 2026

Hello Traveler
Lets extend a hand of frienship
A bed for your wary heads
Lets cook, eat and be happy
A space to chill and relax outdoors

The Twisted Tulip-a curious stay

1 bedroom·1 bath
St. Petersburg • Florida
4.89(36 reviews)

$ 680,00 USD totaal voor 3 nachten

23–26 okt 2026

A bed for your wary heads
The Twisted Tulip-a curious stay
EV charge on site for limited use. Please contact us for instructions
May I have a table for 2? Sure
Did someone say " let there be light" ???

The Twisted Tulip-a curious stay

1 bedroom·1 bath
St. Petersburg • Florida

$ 341,90 USD totaal voor 3 nachten

8–11 nov 2026

2x King en-Suites walkable Downtown Pet Friendly
2x King en-Suites walkable Downtown Pet Friendly
2x King en-Suites walkable Downtown Pet Friendly
2x King en-Suites walkable Downtown Pet Friendly
2x King en-Suites walkable Downtown Pet Friendly

2x King en-Suites walkable Downtown Pet Friendly

2 bedrooms·2 baths
St. Petersburg • Florida

$ 704,45 USD totaal voor 3 nachten

25–28 okt 2026

Spacious Family Stay - Pet Friendly
Pick up a share bike in the park and bike to the waterfront
Spacious Family Stay - Pet Friendly
Spacious Family Stay - Pet Friendly
Spacious Family Stay - Pet Friendly

Spacious Family Stay - Pet Friendly

4 bedrooms·2 baths
St. Petersburg • Florida

$ 677,70 USD totaal voor 3 nachten

25–28 okt 2026

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
Sprawling 5BR Bungalow Home Perfect for Groups

Sprawling 5BR Bungalow Home Perfect for Groups

6 bedrooms·4 baths
St. Petersburg • Florida

$ 1.381,10 USD totaal voor 3 nachten

25–28 okt 2026