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
$111 – $468/ night(excl. fees & taxes)
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
$105 – $553/ night(excl. fees & taxes)
[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
$156 – $355/ night(excl. fees & taxes)
[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
$106 – $293/ night(excl. fees & taxes)
Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR
Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR
Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR
Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR
Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

Sleeps 24-Beachfront Entire Resort- Outdoor Pool 7BR

7 bedrooms·7 baths
$595 – $3,112/ night(excl. fees & taxes)
Madeira Beachside - Pool & Steps to the Sand
Madeira Beachside - Pool & Steps to the Sand
Madeira Beachside - Pool & Steps to the Sand
Madeira Beachside - Pool & Steps to the Sand
Madeira Beachside - Pool & Steps to the Sand

Madeira Beachside - Pool & Steps to the Sand

1 bedroom·1 bath
$200 – $1,406/ night(excl. fees & taxes)
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

2 bedrooms·2 baths
$200 – $1,630/ night(excl. fees & taxes)
King Bed, Steps to Madeira Beach, Heated Pool, Private
King Bed, Steps to Madeira Beach, Heated Pool, Private
King Bed, Steps to Madeira Beach, Heated Pool, Private
King Bed, Steps to Madeira Beach, Heated Pool, Private
King Bed, Steps to Madeira Beach, Heated Pool, Private

King Bed, Steps to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath
$200 – $1,540/ night(excl. fees & taxes)
King Bed, Step to Madeira Beach, Heated Pool, Private
King Bed, Step to Madeira Beach, Heated Pool, Private
King Bed, Step to Madeira Beach, Heated Pool, Private
King Bed, Step to Madeira Beach, Heated Pool, Private
King Bed, Step to Madeira Beach, Heated Pool, Private

King Bed, Step to Madeira Beach, Heated Pool, Private

1 bedroom·1 bath
$200 – $1,440/ night(excl. fees & taxes)
King Bed-Step to Madeira Beach-Heated Pool-Private
King Bed-Step to Madeira Beach-Heated Pool-Private
King Bed-Step to Madeira Beach-Heated Pool-Private
King Bed-Step to Madeira Beach-Heated Pool-Private
King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private

1 bedroom·1 bath
$200 – $1,440/ night(excl. fees & taxes)
Park & Pool Across the Street and 9 Mins to Beach
Park & Pool Across the Street and 9 Mins to Beach
Park & Pool Across the Street and 9 Mins to Beach
Park & Pool Across the Street and 9 Mins to Beach
Park & Pool Across the Street and 9 Mins to Beach

Park & Pool Across the Street and 9 Mins to Beach

4 bedrooms·2 baths
4.95(43 reviews)
$149 – $584/ night(excl. fees & taxes)
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views
Golf Course and Private Pool Views

Golf Course and Private Pool Views

2 bedrooms·2 baths
$225/ night(excl. fees & taxes)
Entrance to Sunray
patio outside private to Sunray
SunRay
XLTwin bed with nested twin below
XLTwin bed with nested twin below

SunRay

1 bedroom·1 bath
4(6 reviews)
$44 – $138/ night(excl. fees & taxes)
Blue Tide Retreat | Walk to Beach | Sleeps 4
Blue Tide Retreat | Walk to Beach | Sleeps 4
Blue Tide Retreat | Walk to Beach | Sleeps 4
Blue Tide Retreat | Walk to Beach | Sleeps 4
Blue Tide Retreat | Walk to Beach | Sleeps 4

Blue Tide Retreat | Walk to Beach | Sleeps 4

1 bedroom·1 bath
$149/ night(excl. fees & taxes)
Beachside Blue Retreat | Walk to Beach | Long-Term
Beachside Blue Retreat | Walk to Beach | Long-Term
Beachside Blue Retreat | Walk to Beach | Long-Term
Beachside Blue Retreat | Walk to Beach | Long-Term
Beachside Blue Retreat | Walk to Beach | Long-Term

Beachside Blue Retreat | Walk to Beach | Long-Term

1 bedroom·1 bath
$149 – $169/ night(excl. fees & taxes)
Screened-in private pool at Sun Oasis, a vacation rental in St. Petersburg, FL — crystal-clear water, lounge chairs, and lush tropical landscaping in a fully fenced backyard.
Golden-hour fire pit at Sun Oasis — teal Adirondack chairs, real wood flames, lush tropical palms, and a screened pool glowing in the background. The perfect Florida evening.
Game room open to the main living area at Sun Oasis — foosball table in the foreground, dartboard on the wall, and a seamless view through to the coastal living room and kitchen beyond.
Open-concept living room at Sun Oasis with a large smart TV, fireplace credenza, coastal turtle artwork, beachy blue-and-white decor, and views straight through to the fully equipped kitchen.
Primary bedroom — king bed with coastal luxury bedding, wall-mounted smart TV, and direct sliding glass door access to the private screened pool.

Sun Oasis | Game Room, Pool, Fire Pit | Near Beach

3 bedrooms·2 baths
5(72 reviews)
$169 – $359/ night(excl. fees & taxes)
Stunning Aerial View of Villa Blanca
Spacious Living Room with Pool View
Tropical Oasis with Private Pool
Tropical Pathway to Luxury Living
Bright and Spacious Indoor-Outdoor Living

Villa Blanca | Luxury 5BR Pool Home on Siesta Key

5 bedrooms·4 baths
5(2 reviews)
$312 – $1,902/ night(excl. fees & taxes)
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental
Sarasota vacation rental

Sarasota vacation rental

3 bedrooms·2 baths
$100/ night(excl. fees & taxes)
Palmetto House
Palmetto House
Palmetto House
Palmetto House
Palmetto House

Palmetto House

3 bedrooms·3 baths
$193 – $557/ night(excl. fees & taxes)
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 1
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 2
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 4
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 5
1 Bedroom Apartment/ Pets friendly/ 15 mins DTSP image 6

1Bedroom/ 10 mins to Downtown Saint Peterburg

1 bedroom·1 bath
4.36(25 reviews)
$85 – $95/ night(excl. fees & taxes)
Private studio/pets friendly/10 mins to Downtown
Private studio/pets friendly/10 mins to Downtown
Private studio/pets friendly/10 mins to Downtown
Private studio/pets friendly/10 mins to Downtown
Private studio/pets friendly/10 mins to Downtown

Private studio/pets friendly/10 mins to Downtown

0 bedrooms·1 bath
4.32(19 reviews)
$77/ night(excl. fees & taxes)
Florida Beachside Home
Florida Beachside Home
Florida Beachside Home
Florida Beachside Home
Florida Beachside Home

Florida Beachside Home

2 bedrooms·2 baths
5(12 reviews)
$179/ night(excl. fees & taxes)
FlipFlopsOn III Vacation Rental • 3 Blocks to the water • FL’s Gulf Coast • Sleeps 6
Your boutique Mediterranean-style 2BR bungalow (4 beds) — resort level comfort + coastal charm!
Your own private resort — located on a serene palm-lined lain in Sarasota’s coveted coastal district!
Half a mile to the Siesta Key, home of Siesta Key Beach — experience the sugar white sands of America’s #1 beach!
A Mediterranean-meets-California retreat where natural textures and curated details invite beautiful living

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Gulf

2 bedrooms·1 bath
5(2 reviews)
$210 – $332/ night(excl. fees & taxes)
Beach Living & Shuffleboard
16100 2nd St - Web Quality (4)
Full-Equipped Kitchen for making family meals
16100 2nd St - Web Quality (22)
Backyard

She's A Shore Thing

3 bedrooms·2 baths
$194 – $593/ night(excl. fees & taxes)