1+ Vacation Rentals Near Greater Woodlawn |
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Sell Off Cruises - Vacation Rentals in Greater Woodlawn

A 90 foot luxury yacht offering intimate dockside gatherings and curated overnight stays on Tampa Bay. A place where luxury meets soul.
New
From US $2,446
         

New
Boat Rental
A 90 foot luxury yacht offering intimate dockside gatherings and curated overnight stays on Tampa Bay. A place where luxury meets soul.
  • Air Conditioner
  • Parking
  • Pool

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Luxury Places to Stay in Greater Woodlawn

Over 1639+ Luxury Places to Stay in or Near Greater Woodlawn
Unmatched Waterfront Contemporary home with Unbelievable Views. From US $2,411
         

New
House
Unmatched Waterfront Contemporary home with Unbelievable Views.
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Most Luxurious home on the market From US $2,042
         

10.0 (2 Reviews)
House
The Most Luxurious home on the market
  • Air Conditioner
  • Parking
  • Pet Friendly

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ONE Inn for Exclusive Use:10 Rooms, Perfect for Weddings & Events, Near Downtown From US $1,910
         

New
House
ONE Inn for Exclusive Use:10 Rooms, Perfect for Weddings & Events, Near Downtown
  • Air Conditioner
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Just Stunning | Grand Central | Walkable | Garage From US $1,749
         

New
Condo
Just Stunning | Grand Central | Walkable | Garage
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lux Penthouse 4-story Stunner Rooftop Views From US $1,715
         

New
Apartment
Lux Penthouse 4-story Stunner Rooftop Views
  • Parking
  • Pet Friendly
  • View

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ONE Inn St. Pete: Unique 7-Room Gem, Steps from Downtown & Vinoy Park! From US $1,542
         

8.0 (1 Review)
House
ONE Inn St. Pete: Unique 7-Room Gem, Steps from Downtown & Vinoy Park!
  • Air Conditioner
  • Parking
  • TV

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NEW Luxury Downtown Pool Retreat/Walk to Central Ave/Heated Salt Water Pool From US $1,396
         

New
House
NEW Luxury Downtown Pool Retreat/Walk to Central Ave/Heated Salt Water Pool
  • Air Conditioner
  • Parking
  • Pet Friendly

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Exquisite View From US $1,155
         

9.8 (7 Reviews)
House
Exquisite View
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Greater Woodlawn

Over 319+ Top-Rated Vacation Rentals with a Pool in or Near Greater Woodlawn
Location, Location, Location! Carriage House in Historic Old NE District From US $348
         

10.0 (104 Reviews)
House
Location, Location, Location! Carriage House in Historic Old NE District
  • Air Conditioner
  • Parking
  • Pet Friendly

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Historic Old Northeast! Walk to Water & Downtown! KING BED! From US $334
         

10.0 (73 Reviews)
Cottage
Historic Old Northeast! Walk to Water & Downtown! KING BED!
  • Air Conditioner
  • Parking
  • Pet Friendly

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OLD NE 1BEDROOM DELUXE SUITE FAVORITE for 11 years. Walk to Beach, Parks, Lakes. From US $172
         

10.0 (71 Reviews)
Apartment
OLD NE 1BEDROOM DELUXE SUITE FAVORITE for 11 years. Walk to Beach, Parks, Lakes.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Barefoot House.A Haven for Nurturing Well-being From US $259
         

10.0 (53 Reviews)
Cottage
Barefoot House.A Haven for Nurturing Well-being
  • Air Conditioner
  • Parking
  • Pool

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The Kenwood Gables Boutique Bed & Breakfast From US $247
         

|
10.0 (42 Reviews)
Bed & Breakfast
The Kenwood Gables Boutique Bed & Breakfast
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  • Parking
  • Pool

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Chic 2BR Getaway Walk to Breweries and Art Walk From US $261
         

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10.0 (7 Reviews)
Apartment
Chic 2BR Getaway Walk to Breweries and Art Walk
  • Air Conditioner
  • Parking
  • Pet Friendly

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4 BEDROOM WITH POOL IN OLD NE! STEPS TO WATERFRONT AND DOWNTOWN ST. PETE. From US $521
         

10.0 (4 Reviews)
House
4 BEDROOM WITH POOL IN OLD NE! STEPS TO WATERFRONT AND DOWNTOWN ST. PETE.
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  • Pool

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City Vibes 2BR Walk Everywhere in DWNTN St. Pete From US $302
         

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10.0 (4 Reviews)
Apartment
City Vibes 2BR Walk Everywhere in DWNTN St. Pete
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  • Pet Friendly

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Pet-Friendly Vacation Rentals in Greater Woodlawn

Over 687+ Pet-Friendly Vacation Rentals in or Near Greater Woodlawn
Updated St Petersburg Apt - Downtown Location From US $320
         

|
9.0 (1 Review)
Apartment
Updated St Petersburg Apt - Downtown Location
  • Parking
  • Pet Friendly
  • Wheelchair Accessible

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Mint House St. Petersburg Downtown by Kasa From US $244
         

|
9.4 (718 Reviews)
Apartment
Mint House St. Petersburg Downtown by Kasa
  • Air Conditioner
  • Parking
  • Pet Friendly

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OLD NE SUITE GETAWAY, PRIVATE FENCED PATIO. Walk to Beach, Parks, Lakes & City From US $144
         

10.0 (84 Reviews)
Apartment
OLD NE SUITE GETAWAY, PRIVATE FENCED PATIO. Walk to Beach, Parks, Lakes & City
  • Air Conditioner
  • Parking
  • Pet Friendly

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755 40th Ave Pet Friendly Luxury St Petersburg Home From US $204
         

9.8 (71 Reviews)
House
755 40th Ave Pet Friendly Luxury St Petersburg Home
  • Air Conditioner
  • Parking
  • Pet Friendly

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Private Studio Just two block to Lassing park waterfront From US $156
         

10.0 (44 Reviews)
Cottage
Private Studio Just two block to Lassing park waterfront
  • Air Conditioner
  • Parking
  • Pet Friendly

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5min Drive-DTSPFlexible Guest PolicyFully Equipped KitchenPatioWasher-Dryer From US $253
         

10.0 (23 Reviews)
House
5min Drive-DTSPFlexible Guest PolicyFully Equipped KitchenPatioWasher-Dryer
  • Air Conditioner
  • Parking
  • Pet Friendly

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Amazing Crescent Lake Home - Lakefront and Just Blocks from Downtown St Pete From US $213
         

10.0 (19 Reviews)
House
Amazing Crescent Lake Home - Lakefront and Just Blocks from Downtown St Pete
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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Large Six Bedroom Home, Walkable to Downtown St. Pete, 20 mins To Beaches From US $628
         

10.0 (14 Reviews)
House
Large Six Bedroom Home, Walkable to Downtown St. Pete, 20 mins To Beaches
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Greater Woodlawn

Over 71+ Large Vacation Homes & Villas in or Near Greater Woodlawn
Coastal Cottage From US $88
         

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9.6 (65 Reviews)
Villa
Coastal Cottage
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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436 WHOLE PROPERTY · Downtown Historic District Estate (Home + Cottage) From US $824
         

10.0 (5 Reviews)
House
436 WHOLE PROPERTY · Downtown Historic District Estate (Home + Cottage)
  • Air Conditioner
  • Parking
  • Pet Friendly

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4-bedroom house in brilliant St. Petersburg with AC
New
From US $545
         

10.0 (5 Reviews)
House
4-bedroom house in brilliant St. Petersburg with AC
  • Air Conditioner
  • Parking
  • Pet Friendly

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Chic 3 Bedroom 3 Bathroom Grand Central Bungalow From US $421
         

10.0 (5 Reviews)
House
Chic 3 Bedroom 3 Bathroom Grand Central Bungalow
  • Air Conditioner
  • Parking
  • Pet Friendly

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4 Mi to Dtwn St Pete! Pet-Friendly Home w/Yard From US $263
         

10.0 (1 Review)
House
4 Mi to Dtwn St Pete! Pet-Friendly Home w/Yard
  • Air Conditioner
  • Parking
  • Pet Friendly

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Stay Together in a Historic Uptown Bungalow Near Downtown From US $1,005
         

9.8 (17 Reviews)
House
Stay Together in a Historic Uptown Bungalow Near Downtown
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Near Tesla's Building - Centralized location From US $354
         

9.0 (9 Reviews)
House
Near Tesla's Building - Centralized location
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  • Parking
  • TV

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St Pete Heated Pool Home Oasis <10 min to downtown 4 bed/3 bath From US $522
         

8.4 (6 Reviews)
House
St Pete Heated Pool Home Oasis <10 min to downtown 4 bed/3 bath
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Greater Woodlawn

Over 173+ Wheelchair Accessible Vacation Homes in or Near Greater Woodlawn
Luxe Home with Pool and Hot Tub, Mins to St Pete Beach From US $201
         

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10.0 (1 Review)
House
Luxe Home with Pool and Hot Tub, Mins to St Pete Beach
  • Parking
  • Pool
  • Wheelchair Accessible

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Hollander Boutique Hotel From US $219
         

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9.6 (2227 Reviews)
Hotel
Hollander Boutique Hotel
  • Air Conditioner
  • Parking
  • Pool

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Modern 2 Bed Getaway Steps from Tropicana Field! From US $469
         

10.0 (2 Reviews)
Apartment
Modern 2 Bed Getaway Steps from Tropicana Field!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sun & Culture | St. Pete 2BR Next to the Action From US $347
         

10.0 (2 Reviews)
Apartment
Sun & Culture | St. Pete 2BR Next to the Action
  • Air Conditioner
  • Parking
  • Pet Friendly

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Experience St. Pete: Charming 1-Bed by Tropicana From US $381
         

10.0 (1 Review)
Apartment
Experience St. Pete: Charming 1-Bed by Tropicana
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  • Parking
  • Pet Friendly

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Experience St. Pete: Charming 1-Bed by Tropicana Field From US $365
         

10.0 (1 Review)
Apartment
Experience St. Pete: Charming 1-Bed by Tropicana Field
  • Air Conditioner
  • Parking
  • Pet Friendly

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Chic 2BR Getaway Walk to Breweries & Art Walk From US $300
         

8.0 (2 Reviews)
Apartment
Chic 2BR Getaway Walk to Breweries & Art Walk
  • Air Conditioner
  • Parking
  • Pet Friendly

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Coastal Chic Apartment in St. Pete with Pool From US $217
         

6.0 (5 Reviews)
Apartment
Coastal Chic Apartment in St. Pete with Pool
  • Air Conditioner
  • Parking
  • Pool

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Greater Woodlawn Varoom and Airbnb Places to Stay Under $200

Over 955+ Greater Woodlawn Varoom and Airbnb Places to Stay Under $200
RETRO RETREAT in DTSP - Explore the downtown area From US $157
         

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10.0 (12 Reviews)
House
RETRO RETREAT in DTSP - Explore the downtown area
  • Air Conditioner
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St. Pete Family Bungalow & Private Oasis From US $163
         

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10.0 (2 Reviews)
House
St. Pete Family Bungalow & Private Oasis
  • Parking
  • Balcony/Terrace
  • Accessibility

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5-Room Apt. Pool & Gardens , Near Downtown-monthly only From US $121
         

8.6 (21 Reviews)
House
5-Room Apt. Pool & Gardens , Near Downtown-monthly only
  • Air Conditioner
  • Parking
  • Pool

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Experience the Best of Downtown St. Pete! From US $188
         

10.0 (33 Reviews)
Apartment
Experience the Best of Downtown St. Pete!
  • Air Conditioner
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Coastal Chic Suite w/Kitchenette & Private Entrance From US $90
         

10.0 (30 Reviews)
Apartment
Coastal Chic Suite w/Kitchenette & Private Entrance
  • Air Conditioner
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3BR/2.5Bath, Award winning ARCHITECT designed Home Nr DOWNTOWN & Pier From US $172
         

10.0 (17 Reviews)
House
3BR/2.5Bath, Award winning ARCHITECT designed Home Nr DOWNTOWN & Pier
  • Air Conditioner
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  • TV

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Completely Refinished Home Fresh 2 bedroom 5 miles from downtown and the beach From US $148
         

10.0 (16 Reviews)
House
Completely Refinished Home Fresh 2 bedroom 5 miles from downtown and the beach
  • Air Conditioner
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  • TV

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Adorable Private Cottage, Pet friendly, near beach & downtown. NO cleaning fee. From US $184
         

10.0 (12 Reviews)
House
Adorable Private Cottage, Pet friendly, near beach & downtown. NO cleaning fee.
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Greater Woodlawn

Over 908+ Instantly Bookable Vacation Homes in or Near Greater Woodlawn
Boyce Suite at ONE Inn: King Bed, Kitchenette, Near Downtown & Vinoy Park. From US $199
         

10.0 (9 Reviews)
Apartment
Boyce Suite at ONE Inn: King Bed, Kitchenette, Near Downtown & Vinoy Park.
  • Air Conditioner
  • Parking
  • TV

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Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront! From US $470
         

10.0 (133 Reviews)
Apartment
Downtown! Steps to Beach Drive restaurants, shops, and gorgeous waterfront!
  • Air Conditioner
  • Parking
  • TV

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Stay Together in a Sun-Filled Historic Uptown Apartment Near Downtown From US $449
         

9.4 (60 Reviews)
House
Stay Together in a Sun-Filled Historic Uptown Apartment Near Downtown
  • Air Conditioner
  • Parking
  • TV

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Entire Bungalow, Romantic, Comfy & Cozy! On-Site Parking, 2 Baths From US $333
         

10.0 (81 Reviews)
House
Entire Bungalow, Romantic, Comfy & Cozy! On-Site Parking, 2 Baths
  • Air Conditioner
  • Parking
  • TV

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Craftsman Bungalow-Euclid St. Paul’s neighborhood. From US $299
         

10.0 (51 Reviews)
House
Craftsman Bungalow-Euclid St. Paul’s neighborhood.
  • Air Conditioner
  • Parking
  • TV

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Walk to Everything Downtown! EAT-SHOP-PLAY! From US $202
         

10.0 (14 Reviews)
Condo
Walk to Everything Downtown! EAT-SHOP-PLAY!
  • Air Conditioner
  • Parking
  • TV

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RETRO RETREAT in DTSP! Explore the downtown area! From US $328
         

10.0 (12 Reviews)
Condo
RETRO RETREAT in DTSP! Explore the downtown area!
  • Air Conditioner
  • Parking
  • TV

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Boyce Suite at ONE Inn: King Bed, Kitchenette, Near Downtown & Vinoy Park. From US $289
         

10.0 (9 Reviews)
Apartment
Boyce Suite at ONE Inn: King Bed, Kitchenette, Near Downtown & Vinoy Park.
  • Air Conditioner
  • Parking
  • TV

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About Greater Woodlawn Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Selloffcruises Greater Woodlawn, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Greater Woodlawn. Places to stay near Greater Woodlawn are 2000 ft² on average, with prices averaging $2,446 a night.

Selloffcruises makes it easy and safe to find and compare vacation rentals in Greater Woodlawn with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Greater Woodlawn

Type Count

Use these Quick Filters to Find a Vacation Rental in Greater Woodlawn

★ Pro Tip: Selloffcruises makes it easy to compare the best listings on Selloffcruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Selloffcruises homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Greater Woodlawn.

Weather in Greater Woodlawn

View the weather forecast for Greater Woodlawn before booking your Greater Woodlawn Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F