The Best Vacation Rentals in Lakewood Estates

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

Gorgeous 2 story Gulfport original Sears home
House
Gorgeous 2 story Gulfport original Sears home
From US $226 per night
9.4 (55 Reviews)
3 Bedrooms 5 Guests
GET THE BEST PRICE
Tropical Cottage Beach
Apartment
Tropical Cottage Beach
From US $70 per night
|
New
2 Bedrooms 4 Guests
GET THE BEST PRICE
Dolphin House Charmer Yard Near Waterfront
House
Dolphin House Charmer Yard Near Waterfront
From US $328 per night
9.8 (172 Reviews)
3 Bedrooms 8 Guests
GET THE BEST PRICE
Gulfport 1BR-Semi-Private Beach
Apartment
Gulfport 1BR-Semi-Private Beach
From US $127 per night
9.4 (115 Reviews)
1 Bedroom 3 Guests
GET THE BEST PRICE
Tyn & Marty's Old-Fashioned Beach Cottage
House
Tyn & Marty's Old-Fashioned Beach Cottage
From US $214 per night
9.6 (80 Reviews)
2 Bedrooms 6 Guests
GET THE BEST PRICE
70FT Ultra Luxury Yacht
Boat Rental
70FT Ultra Luxury Yacht
From US $3,510 per night
New
3 Bedrooms 6 Guests
GET THE BEST PRICE
SkyBeach Resort
Hotel
SkyBeach Resort
From US $1,495 per night
|
8.0 (273 Reviews)
116 Bedrooms 60 Guests
GET THE BEST PRICE
Beach Quarters - ALL
House
Beach Quarters - ALL
From US $1,172 per night
New
6 Bedrooms 24 Guests
GET THE BEST PRICE
Modern Waterfront Paradise Pool & Hot Tub
House
Modern Waterfront Paradise Pool & Hot Tub
From US $1,001 per night
10.0 (19 Reviews)
3 Bedrooms 6 Guests
GET THE BEST PRICE
Modern Pool House Oasis
House
Modern Pool House Oasis
From US $259 per night
10.0 (58 Reviews)
1 Bedroom 3 Guests
GET THE BEST PRICE
Panoramic Waterfront Views
Condo
Panoramic Waterfront Views
From US $307 per night
10.0 (31 Reviews)
2 Bedrooms 4 Guests
GET THE BEST PRICE
Big Discount on great location!
Condo
Big Discount on great location!
From US $93 per night
10.0 (26 Reviews)
1 Bedroom 2 Guests
GET THE BEST PRICE
Gorgeous and updated waterfront condo!
Condo
Gorgeous and updated waterfront condo!
From US $242 per night
10.0 (18 Reviews)
2 Bedrooms 4 Guests
GET THE BEST PRICE
Tropicana Stadium 2 Bed In DWTWN With Free Parking
Apartment
Tropicana Stadium 2 Bed In DWTWN With Free Parking
From US $585 per night
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
GET THE BEST PRICE
Mint House St. Petersburg - Downtown
Apartment
Mint House St. Petersburg - Downtown
From US $138 per night
|
9.4 (680 Reviews)
1 Bedroom 2 Guests
GET THE BEST PRICE
Gulfport Art District! One block from the beach!
Cottage
Gulfport Art District! One block from the beach!
From US $210 per night
10.0 (38 Reviews)
2 Bedrooms 4 Guests
GET THE BEST PRICE
Pet-Friendly Gulfport Home < 2 Mi to Beach
House
Pet-Friendly Gulfport Home < 2 Mi to Beach
From US $250 per night
10.0 (32 Reviews)
4 Bedrooms 8 Guests
GET THE BEST PRICE
Peaceful Gulfport 3BR/2 BA Marina Home Expanded
House
Peaceful Gulfport 3BR/2 BA Marina Home Expanded
From US $208 per night
10.0 (19 Reviews)
3 Bedrooms 6 Guests
GET THE BEST PRICE
Landing Apartments - St Petersburg
Apartment
Landing Apartments - St Petersburg
From US $217 per night
|
10.0 (1 Review)
29 Bedrooms 12 Guests
GET THE BEST PRICE
Chic 3 Bedroom 3 Bathroom Grand Central Bungalow
House
Chic 3 Bedroom 3 Bathroom Grand Central Bungalow
From US $363 per night
10.0 (5 Reviews)
3 Bedrooms 11 Guests
GET THE BEST PRICE
Marine Cottage Beach
Apartment
Marine Cottage Beach
From US $55 per night
|
New
1 Bedroom 2 Guests
GET THE BEST PRICE
Modern 2 Bed Getaway Steps from Tropicana Field!
Apartment
Modern 2 Bed Getaway Steps from Tropicana Field!
From US $234 per night
10.0 (1 Review)
2 Bedrooms 5 Guests
GET THE BEST PRICE
Chic 2BR Getaway Walk to Breweries & Art Walk
Apartment
Chic 2BR Getaway Walk to Breweries & Art Walk
From US $235 per night
8.0 (2 Reviews)
2 Bedrooms 5 Guests
GET THE BEST PRICE
Nautilus Cottage Beach
Apartment
Nautilus Cottage Beach
From US $127 per night
|
10.0 (1 Review)
1 Bedroom 2 Guests
GET THE BEST PRICE
Peninsula Bed & Cocktails
Hotel
Peninsula Bed & Cocktails
From US $157 per night
|
9.6 (224 Reviews)
1 Bedroom 2 Guests
GET THE BEST PRICE
Experience the Best of Downtown St. Pete!
Apartment
Experience the Best of Downtown St. Pete!
From US $174 per night
10.0 (28 Reviews)
1 Bedroom 2 Guests
GET THE BEST PRICE
Cute & Cozy Cottage In The Heart of Gulfport
House
Cute & Cozy Cottage In The Heart of Gulfport
From US $166 per night
10.0 (13 Reviews)
2 Bedrooms 5 Guests
GET THE BEST PRICE
Gorgeous Beach Condo
Apartment
Gorgeous Beach Condo
From US $158 per night
10.0 (12 Reviews)
1 Bedroom 4 Guests
GET THE BEST PRICE
Spacious Gulfport 1BR+ 2 twins
House
Spacious Gulfport 1BR+ 2 twins
From US $179 per night
9.8 (30 Reviews)
1 Bedroom 2 Guests
GET THE BEST PRICE
Ultra-cute, newly renovated modern 2/1 home
House
Ultra-cute, newly renovated modern 2/1 home
From US $225 per night
10.0 (66 Reviews)
2 Bedrooms 4 Guests
GET THE BEST PRICE
See More Properties