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

$793.20 USD total for 3 nights

Oct 5 – 8, 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

$1,703.45 USD total for 3 nights

Oct 5 – 8, 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

$1,925.05 USD total for 3 nights

Oct 5 – 8, 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

$2,778.95 USD total for 3 nights

Oct 26 – 29, 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 total for 3 nights

Sep 30 – Oct 3, 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

$342.93 USD total for 3 nights

Oct 4 – 7, 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

$597.35 USD total for 3 nights

Oct 5 – 8, 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

$563.75 USD total for 3 nights

Oct 4 – 7, 2026

Front of house.
Wind Swept Pass a Grille- Beach is across the street.
Wind Swept Pass a Grille- Beach is across the street.
Beautiful day at the beach
Wind Swept Pass a Grille- Beach is across the street.

Wind Swept Pass a Grille- Beach is across the street.

2 bedrooms·2 baths
St. Pete Beach • Florida
4.99(71 reviews)

$3,653.65 USD total for 7 nights

Oct 9 – 16, 2026

Pass a Grille Historic Cottage- Beach is across the street.
Beach. Steps from the cottage
Cozy Kitchen. Small but lots of space to cook
Pass a Grille Historic Cottage- Beach is across the street.
Pass a Grille Historic Cottage- Beach is across the street.

Pass a Grille Historic Cottage- Beach is across the street.

1 bedroom·1 bath
St. Pete Beach • Florida
4.85(27 reviews)

$7,401.06 USD total for 28 nights

Mar 31 – Apr 28, 2027

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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 30 – Oct 3, 2026

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Azure Palms Hideaway

3 bedrooms·2 baths
St. Petersburg • Florida

$5,170.00 USD total for 30 nights

Sep 30 – Oct 30, 2026

PALM HARBOR| Heated Pool| Games| Office
Step into the spacious dining room that exudes the elegance of a magazine cover.
The adults enjoy a relaxed conversation, occasionally glancing over at the children, full of energy and enthusiasm, are happily engaged in their playful activities in the pool.
A dining table, capable of accommodating up to 10 guests, takes center stage, beckoning family reunions and memorable gatherings with friends.
PALM HARBOR| Heated Pool| Games| Office

PALM HARBOR| Heated Pool| Games| Office

4 bedrooms·2 baths
Palm Harbor • Florida
5(38 reviews)

$1,312.00 USD total for 3 nights

Sep 30 – Oct 3, 2026

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Waterfront 2/1 Apt in heart of Palm Harbor/Ozona

2 bedrooms·1 bath
Palm Harbor • Florida
4.85(62 reviews)

$1,195.00 USD total for 4 nights

Sep 30 – Oct 4, 2026

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3 bed/2 bath Home W/ Gulf Water Access

3 bedrooms·2 baths
Palm Harbor • Florida
4.74(50 reviews)

$1,450.00 USD $1,387.50 USD total for 5 nights

Mar 26 – 31, 2027

Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber image 1
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Waterfront 2/1 Apt. Ozona/Palm Harbor (Beachcomber

2 bedrooms·1 bath
Palm Harbor • Florida
4.86(74 reviews)

$762.00 USD total for 3 nights

Sep 30 – Oct 3, 2026

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The Corner Cottage

2 bedrooms·1 bath
Palm Harbor • Florida
4.94(18 reviews)

$620.00 USD $595.25 USD total for 3 nights

Sep 30 – Oct 3, 2026

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +
Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

1 bedroom·1 bath
Dunedin • Florida
5(93 reviews)

$490.02 USD total for 3 nights

Sep 30 – Oct 3, 2026

Coastal Cottage Near Beaches w/ Golf Cart Rental! image 1
Rent our Golf Cart, "Bolt" !
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Master Suite

Coastal Cottage Near Beaches w/ Golf Cart Rental!

2 bedrooms·2 baths
Palm Harbor • Florida
4.99(71 reviews)

$753.00 USD total for 3 nights

Sep 30 – Oct 3, 2026

Sit back and enjoy this beautiful coastal home where u can relax and enjoy what Florida can offer.
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Pool home minutes from the beach.

3 bedrooms·2 baths
Palm Harbor • Florida
5(33 reviews)

$950.00 USD total for 3 nights

Sep 30 – Oct 3, 2026

Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!
Waterfront in paradise!

Waterfront in paradise!

3 bedrooms·3 baths
Palm Harbor • Florida

$2,740.09 USD total for 14 nights

Sep 30 – Oct 14, 2026

Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!
Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

3 bedrooms·2 baths
Palm Harbor • Florida
5(17 reviews)

$1,857.84 USD total for 6 nights

Sep 30 – Oct 6, 2026

Elegant dinning room overlooking Lanai into the pool deck.
Putt Putt
Kayaks, putting green, heated pool, fire pit, enclosed lanai with extended seating underneath the gazebo.
Waterfront Access, Heated Pool, Mini Golf & Kayaks
Waterfront Access, Heated Pool, Mini Golf & Kayaks

Waterfront Access, Heated Pool, Mini Golf & Kayaks

5 bedrooms·3 baths
Tampa • Florida
4.77(43 reviews)

$2,719.84 USD total for 3 nights

Sep 30 – Oct 3, 2026

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Tampa Event Compound, Hot Tub Bar
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Tampa Event Compound, Hot Tub Bar

10 bedrooms·10 baths
Tampa • Florida
5(48 reviews)

$21,590.00 USD $18,426.50 USD total for 7 nights

Sep 30 – Oct 7, 2026