Location

Dates

Guests

Vacation rentals in Pinellas Park, Florida, United States

Welcome to the Lakeside Retreat -This tranquil estate awaits!

Nestled right on Lake Seminole, the backyard gazebo and pool area provide stunning views!

Our unique 4-plex floor plan gives your large group the ability to gather…

…while still having moments of privacy in their own suites.

Each suite is inspired by one of the 4 elements: Earth, Air, Fire, & Water

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

5(19 reviews)

$5,520.00 USD total for 3 nights

Sep 7 – 10, 2026

Entrance to Sunray

patio outside private to Sunray

XLTwin bed with nested twin below

XLTwin bed with nested twin below

SunRay

1 bedroom·1 bath

St. Petersburg • Florida

4(6 reviews)

$241.45 USD total for 3 nights

Sep 14 – 17, 2026

A serene and private fenced in Courtyard/Backyard with an outdoor grill.

Patio with Grill

Architecture details about the house

Open floor with Living Room, two Dining areas and Kitchen

Award winning ARCHITECT designed home DOWNTOWN&BAY

3 bedrooms·2½ baths

St. Petersburg • Florida

5(72 reviews)

$4,450.00 USD total for 30 nights

Sep 7 – Oct 7, 2026

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

9 bedrooms·5 baths

Largo • Florida

$1,833.99 USD total for 3 nights

Sep 7 – 10, 2026

[Entrance] Self-check in with keypad

[Exterior] Unit is located towards the back of the property

[Living area] Smart TV with Netflix

[Bathroom] Full size standing shower with plenty of warm water & great shower pressure.

[Living area] Sofa folds out into a sofa bed for additional sleeping space

Outskirt Downtown | 400ft² | bikes | kayak|netflix

1 bedroom·1 bath

St. Petersburg • Florida

$577.00 USD total for 3 nights

Nov 1 – 4, 2026

Free cancellation

[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

$412.00 USD total for 3 nights

Sep 7 – 10, 2026

Largo Waterview 6BR Heated Pool/Hot Tub GameRoom

5 bedrooms·4 baths

Largo • Florida

5(9 reviews)

$7,200.00 USD $6,648.00 USD total for 3 nights

Sep 7 – 10, 2026

private pool in backyard

new refrigerator

view from front door

bright and spacious living room

private lap pool and patio furniture

Captain's Cove with pool in Sunny Largo, FL

2 bedrooms·1 bath

Largo • Florida

$81 – $503/ night(excl. fees & taxes)

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 7 – 10, 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

$306.88 USD total for 3 nights

Sep 7 – 10, 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

$648.80 USD total for 3 nights

Sep 7 – 10, 2026

Spacious Family Stay - Pet Friendly

Spacious Family Stay - Pet Friendly

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

$779.55 USD total for 3 nights

Sep 7 – 10, 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

Welcome to our historic downtown bungalow

Sprawling 5BR Bungalow Home Perfect for Groups

6 bedrooms·4 baths

St. Petersburg • Florida

$1,529.15 USD total for 3 nights

Sep 7 – 10, 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

$2,000.65 USD total for 3 nights

Sep 7 – 10, 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

$2,885.00 USD total for 3 nights

Sep 7 – 10, 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

$503.90 USD total for 3 nights

Sep 7 – 10, 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

$485.00 USD total for 3 nights

Sep 7 – 10, 2026

cozy living room

Seashell Studio sanctuary by the sea

1 bedroom·1 bath

St. Petersburg • Florida

$405.00 USD total for 3 nights

Sep 7 – 10, 2026

Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill

Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill

Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill

Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill

Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill

Private 2bdrm Suite/Kitchen/Laundry/Sunroom/Grill

2 bedrooms·1 bath

St. Petersburg • Florida

5(4 reviews)

$750.00 USD total for 5 nights

Sep 7 – 12, 2026

air conditioned sun room

beach living room

Paradise Place, Pets/Ms. Pac Man

Paradise Place, Pets/Ms. Pac Man

2 bedrooms·2 baths

Largo • Florida

$111 – $367/ night(excl. fees & taxes)

air conditioned sun room

beach living room

Paradise Place, Pets/Ms. Pac Man

Paradise Place, Pets/Ms. Pac Man

2 bedrooms·2 baths

Largo • Florida

$111 – $367/ night(excl. fees & taxes)

Flamingo House Tropical Oasis Bike Trail Tennis ct

Flamingo House Tropical Oasis Bike Trail Tennis ct

Flamingo House Tropical Oasis Bike Trail Tennis ct

Flamingo House Tropical Oasis Bike Trail Tennis ct

Flamingo House Tropical Oasis Bike Trail Tennis ct

Flamingo House Tropical Oasis Bike Trail Tennis ct

3 bedrooms·1 bath

St. Petersburg • Florida

4.63(19 reviews)

$3,949.00 USD total for 30 nights

Sep 7 – Oct 7, 2026

Private Guest suite/Patio/Laundry/Parking/Beach

Private Guest suite/Patio/Laundry/Parking/Beach

Private Guest suite/Patio/Laundry/Parking/Beach

Private Guest suite/Patio/Laundry/Parking/Beach

Private Guest suite/Patio/Laundry/Parking/Beach

Private Guest suite/Patio/Laundry/Parking/Beach

1 bedroom·1 bath

St. Petersburg • Florida

4.46(13 reviews)

$625.00 USD total for 7 nights

Sep 7 – 14, 2026

Private pool deck with lounge chairs, pool noodles, and floats included. Fully fenced, tropical landscaping, sleeps 10. Gulfport/South St. Pete, FL.

Primary king suite — palm-leaf mural, neon accent, woven pendant lights, and barn door entry to private spa ensuite. St. Petersburg, FL vacation rental.

Open-plan living and kitchen — 65-inch smart TV, breakfast bar with 4 stools, and mustard yellow sofas. 4-bedroom vacation rental, St. Petersburg, FL.

The Disco Lounge at Tropical Disco — retro-inspired gathering space with coral sectional, palm-print ceiling, multiple disco balls, and neon signs. St. Pete, FL.

Spa-like ensuite — dual marble vanity, backlit mirror, palm-leaf mural walls, and oversized walk-in rain shower. St. Pete, FL pool home.

Tropical Disco | Pool & Fire Pit | St. Pete Beach

4 bedrooms·2 baths

Gulfport • Florida

5(179 reviews)

$179 – $787/ night(excl. fees & taxes)