[Living area] Smart TV with Netflix & sofa bed
[Dining area] Free bikes, kayaks & beach gear are included in this rental!
[Kitchen] Fully stocked & equipped kitchen with updated appliances. Coffee maker & complimentary coffee provided.
[Living area] Smart TV with Netflix & sofa bed
Here's one of my 5-star reviews...improving every day!

Walk score 82 | bikes | kayak | 214mbps | foam bed

1 bedroom·1 bath
St. Petersburg • Florida

$491.00 USD total for 3 nights

Oct 14 – 17, 2026

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)

$460.81 USD $384.65 USD total for 3 nights

Oct 15 – 18, 2026

The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage
The Coffee Pot Cottage

The Coffee Pot Cottage

2 bedrooms·1 bath
St. Petersburg • Florida
5(26 reviews)

$592.68 USD $494.14 USD total for 3 nights

Oct 24 – 27, 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

$2,320.90 USD total for 3 nights

Oct 14 – 17, 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

$2,996.30 USD total for 3 nights

Oct 26 – 29, 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

$864.60 USD total for 3 nights

Oct 18 – 21, 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

$1,850.45 USD total for 3 nights

Oct 18 – 21, 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

$769.55 USD total for 3 nights

Oct 18 – 21, 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

Oct 14 – 17, 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

$323.36 USD total for 3 nights

Nov 8 – 11, 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

$529.10 USD total for 3 nights

Oct 25 – 28, 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

$534.35 USD total for 3 nights

Oct 18 – 21, 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 total for 3 nights

Oct 14 – 17, 2026

Sweet Craftsman home, free bikes, near beach & DT image 1
Sweet Craftsman home, free bikes, near beach & DT image 2
Sweet Craftsman home, free bikes, near beach & DT image 3
Sweet Craftsman home, free bikes, near beach & DT image 4
Sweet Craftsman home, free bikes, near beach & DT image 5

Adorable Private Craftsman

2 bedrooms·1 bath
Clearwater • Florida
4.86(267 reviews)

$532.00 USD total for 3 nights

Oct 19 – 22, 2026

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

Oct 14 – Nov 13, 2026

Bring your bike or enjoy the Complimentary bikes available. Actual model may varies. Pinellas trail is about 0.3 miles away, perfect for biking and walking.
Adorable Bungalow near beach, DT. Pet & Bike. image 2
Adorable Bungalow near beach, DT. Pet & Bike. image 3
Fully equipped kitchen.
Adorable Bungalow near beach, DT. Pet & Bike. image 5

Adorable Private Bungalow

2 bedrooms·1 bath
Clearwater • Florida
4.81(264 reviews)
$99 – $179/ night(excl. fees & taxes)
The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate
The Oaks at Keene Estate

The Oaks at Keene Estate

6 bedrooms·4 baths
Clearwater • Florida

$3,855.00 USD total for 4 nights

Mar 17 – 21, 2027

Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit
Oasis Paradise unit

Oasis Paradise unit

1 bedroom·1 bath
Clearwater • Florida

$447.00 USD total for 3 nights

Oct 14 – 17, 2026

Margaritaville Pool Home
LR with two queen sleeper sofas with memory foam mattresses
LR with two queen sleeper sofas
LR and Dining area
LR and Ding area

Margaritaville Pool Home

3 bedrooms·2 baths
Clearwater • Florida
4.85(65 reviews)

$1,996.66 USD $1,667.61 USD total for 4 nights

Oct 23 – 27, 2026

BlueJay's Nest: Game Room, King Bed, Walk to Water image 2
BlueJay's Nest: Game Room, King Bed, Walk to Water image 1
BlueJay's Nest: Game Room, King Bed, Walk to Water image 3
BlueJay's Nest: Game Room, King Bed, Walk to Water image 4
BlueJay's Nest: Game Room, King Bed, Walk to Water image 5

BlueJay's Nest: Game Room, King Bed, Walk to Water

2 bedrooms·1 bath
Clearwater • Florida
5(30 reviews)

$870.10 USD total for 3 nights

Oct 14 – 17, 2026

BlueJay's Nest: private retreat w/ yard and patio image 1
BlueJay's Nest: private retreat w/ yard and patio image 2
Queen bed
BlueJay's Nest: private retreat w/ yard and patio image 4
Full bath with light-up mirror and extra supplies.

BlueJay's Nest: private retreat w/ yard and patio

2 bedrooms·1 bath
Clearwater • Florida
5(67 reviews)

$689.30 USD total for 3 nights

Oct 14 – 17, 2026

FREE heated swimming Pool. SPA does not have a jet pump.
Large Heated Pool
4 bikes are provided with Helmets. 2 adults and 2 kids bike.
Garage game room. w/foosball table, pingpong, easel for kids
beach umbrellas, beach chairs and coolers are provided.

FREE Pool Heating! Pet-Friendly!!!SPECIAL PRICING 04/13-04/30 ONLY!!!

3 bedrooms·0 baths
Palm Harbor • Florida

$673.00 USD total for 3 nights

Oct 14 – 17, 2026

The Corner Cottage image 1
The Corner Cottage image 2
The Corner Cottage image 3
The Corner Cottage image 4
The Corner Cottage image 5

The Corner Cottage

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

$620.00 USD $595.25 USD total for 3 nights

Oct 14 – 17, 2026

Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 1
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 2
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 3
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 4
Waterfront 2/1 Apt in heart of Palm Harbor/Ozona image 5

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

Oct 14 – 18, 2026