Vacation Rentals

Tropical Setting and Heated Lagoon Style Pool at "Your Own Oasis"
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Your Own Oasis is a newer, 3bed/2bath Retreat with a Private Lagoon Style Pool, close to both Bay and Beach and the free trolley stop is just one block away!
From $157 /Night
Lemon Key Cottage
Florida Keys > Marathon Area
House , Bedroom(s): 2 , Sleeps: 6
Private Waterfront Heated Pool Home: 60' Dock: Direct Ocean Access: Kayaks: Beach
From $345 /Night
5* FLARBO Award Winner - Historic Florida Cottage 150 yards to private beach 3 bed 3 bath
North West FL > Destin Area > Scenic Gulf Drive Central East
Cottage , Bedroom(s): 3 , Sleeps: 11
3 bed 3 bath clapboard cottage in glorious Frangista Beach Single storey single family home, with glorious south facing front porch.
From $220 /Night
A Touch of Bermuda in Key West
Florida Keys > Key West Area > Key West
Cottage , Bedroom(s): 2 , Sleeps: 6
Cottage, 2 Bedrooms, 2 full Baths, (Sleeps 4-6) with the queen sleeper sofa.
From $2,000 /Week
Florida Charm you have been searching for, sleeps 8, 3 MINUTES TO BEAN POINT PRIVATE POOL
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Charming 3 bedroom 2 bathroom home with large private backyard, Heated pool and spa. 3 minute walk to Bean Point or Rod and reel
From $199 /Night
Charming CLEARWATER Cottage 1 mile from award winning sugar sand beach at mainland price.
Central West FL > Clearwater
House , Bedroom(s): 2 , Sleeps: 4
A peaceful neighborhood offering numerous sources to fulfill life's necessities and pleasures within a 10 block area. MINIMUM 3-MONTH STAY REQUIREMENT
From $1,800 /Month
Adorable Bungalow in Gulfport's Marina District - Pet Friendly Fenced Yard
Central West FL > Gulfport
House , Bedroom(s): 2 , Sleeps: 6
1 block to nature park. Private backyard. Deck, shade trees, patio, patio table & chairs, umbrella, tropical landscaping, sm pond, outdoor shower, hammock.
From $55 /Night
Piece of Paradise - Oceanfront Vacation Rental - Boat Friendly!
OFFER
Piece of Paradise - Oceanfront Vacation Rental - Boat Friendly!
Florida Keys > Marathon Area > Duck Key
House , Bedroom(s): 5 , Sleeps: 10
Gorgeous views/Luxurious/Spacious 5 bedroom 3 1/2 bath single family located in Hawks Cay Resort. Oceanfront/view with pool, rooftop deck, Free WIFI, Fireplace.
From $600 /Night
Palm Cottage:Vintage Tropical Hideaway in the Waterfront District
Central West FL > Gulfport
House , Bedroom(s): 2 , Sleeps: 4
Just like the town of Gulfport itself, Palm Cottage blends the beloved charm of Old Florida with modern comfort and convenience.
From $100 /Night
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Close to Bean Point!
OFFER
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Close to Bean Point!
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 5
Amazing pool and short stroll to Bean Point. Easy breezy sweet cottage will feel like home away from home! A multitude of money saving amenities! 3 night min.
From $280 /Night

OFFER Military Discount with ID 5%; 7 nights+ 5%; 28 nights+ 10%

Special offer period: Feb 3, 2019 - Jun 30, 2021

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District
Central West FL > Gulfport
Cottage , Bedroom(s): 1 , Sleeps: 4
Flamingo Cottage, located in the heart of Gulfport's Art & Beach district. Perfect retreat for a romantic getaway or a leisurely vacation.
From $70 /Night
Old-Florida Summer Cottage in Waterfront District Pet Friendly
Central West FL > Gulfport
Cottage , Bedroom(s): 2 , Sleeps: 6
Clean, uncluttered and convenient! Retro kitchen. A wonderful part of your vacation!
From $150 /Night
Two Waves Cottage in Gulfport's Arts District
Central West FL > Gulfport
Cottage , Bedroom(s): 2 , Sleeps: 5
Charming two bedroom cottage just a few blocks from Gulfport Beach
From $80 /Night
Kens Conch Key Cottage - Pay direct to owner
Florida Keys > Marathon Area > Conch Key
Cottage , Bedroom(s): 2 , Sleeps: 5
2BR/2BTH
From $300 /Night
Beautiful Canal front PoolSpa Private Home
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Sea Haze Cottage is a a beautiful ground level private beach home, that is just perfect for a family or for one or two couples.
From $300 /Night
Fish Camp - Efficiency
Central West FL > Gulfport
House , Bedroom(s): 1 , Sleeps: 2
This efficiency apartment contains the same amenities as our larger properties, just on a smaller scale. Perfect for one to two guests.
From $70 /Night
Cocoa Beach Cottage
East Central FL > Cocoa Beach
Cottage , Bedroom(s): 2 , Sleeps: 4
Cocoa Beach Cottage Rental
From $99 /Night
White Sands Beach House
South West FL > Anna Maria Island
House , Bedroom(s): 4 , Sleeps: 8
White Sands Beach House is located on the beautiful Anna Maria Island. 1.5 blocks from the beach and newly redecorated!
From $200 /Night
Short walk to Beach, Perfect home wbikes, beach chairs & wagon
North West FL > Beaches of South Walton > Seagrove Beach
House , Bedroom(s): 4 , Sleeps: 10
Great location, 5 minute walk to beach, 2 pools in neighborhood tennis courts, walking trail.
From $325 /Night
Dolphin House: Split Floor Plan Charmer with Shaded Yard, Near Waterfront
Central West FL > Gulfport
House , Bedroom(s): 3 , Sleeps: 8
3 bedroom/2 bath/2 living area split floor plan home in Gulfport, 2 blocks from O'Maddy's, one block from Beach Boulevard and Art Village Courtyard.
From $120 /Night
Meet The Shack and The Flunky: Bold 1940s Cottages on Treasure Island
Central West FL > Treasure Island
Cottage , Bedroom(s): 2 , Sleeps: 5
Beach cottage charm and the flavor of Old Florida. A stellar location 1,000 feet from a stroll-worthy Gulf beach. A bright, vintage-inspired escape for 5 guests
From $140 /Night
Tradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly
OFFER
Tradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly
South West FL > Anna Maria Island > Bradenton Beach
Cottage , Bedroom(s): 1 , Sleeps: 4
Welcome to paradise.....This cottage is within a small resort, just steps from a beautiful private gulf beach. Heated pool and fishing dock on the bay...
From $165 /Night

OFFER 3rd night Free with Sun, Mon, Tues check-in 4th night free with any day check in (holidays and high season excluded)

Special offer period: Apr 19, 2021 - Feb 28, 2022