Vacation Rentals

Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach
OFFER
Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach
South West FL > Anna Maria Island > Holmes Beach
Bungalow , Bedroom(s): 3 , Sleeps: 6
3 bedroom, 2 bath duplex bungalow with its own private backyard and pool. Beautifully decorated, 3 minute walk to beach, walk to restaurants, marina, shops.
From $167 /Night
Coquina Siesta Key Bungalows
South West FL > Siesta Key
Bungalow , Bedroom(s): 1 , Sleeps: 2
1 bedroom, 1 bathroom, 2 sleeps
The Closest Condo to the Gulf of Mexico on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
We are directly on the beach. The Gulf of Mexico is about 125' from our lanai and the Bay inlet is about 100' from our guest bedroom window and east balcony.
From $1,195 /Week
SIESTA KEY CONDO-DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 4
2 bedroom, 2 bath, 8th floor, beautiful furniture and accessories, well-appointed condo directly overlooking the ocean on Siesta Key. Min 2 weeks stay required.
From $1,200 /Week
Premium Remodeled Beachplace Condo w Gulf & Bay Views **Openings MAY, AUG, SEPT 2020 **
South West FL > Longboat Key
Condo , Bedroom(s): 2 , Sleeps: 4
2 bedroom, 2 bath, 1503 sqft beachfront, remodeled from floor to ceiling
From $195 /Night
The Bella Siesta: Walking distance to Siesta Village; 5 minutes to Siesta Key Beach
South West FL > Siesta Key
House , Bedroom(s): 3 , Sleeps: 8
Renovated 3 bedroom, 2 bathroom home with new saltwater pool built in 2019.
From $450 /Night
Couples and Family Friendly. Some pet friendly units are available too.
South West FL > Siesta Key
Condo , Bedroom(s): 1 , Sleeps: 4
siesta key condo rental
From $199 /Night
Adorable coastal cottage with heated pool and spa minutes walk to the white sandy beaches
South West FL > Sarasota
Bungalow , Bedroom(s): 3 , Sleeps: 8
2 Bed 1 Bath Main House And 1/1 Guest House. Private Courtyard, Enclosed Pool - This newly remodeled home has all the amenities you need!
From $249 /Night
Outstanding Meadows Villa For Rent - 3 month minimum
South West FL > Sarasota
Villa , Bedroom(s): 2 , Sleeps: 6
1500 Sq Ft bright and immaculate villa in the prestigious Meadows in Sarasota Florida. Tastefully decorated and complete with every option for a wonderful stay
From $2,000 /Month
Beautiful 2bedroom 2bathrooms First Floor Condo Super Close To Beach
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
!!UPDATED GROUND FLOOR, SHORT WALK TO THE BEACH!! Welcome to Your Anna Maria Island Paradise! 2 bedrooms 2 baths, full size washer and dryer ** update 2016,
From $850 /Week
Sandy's Siesta Key Condo
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 4
We are located in Midnight Cove 1 in Siesta Key, Fl. Luxury accommodations at an affordable price!! Pay no service fees when booking directly with me!!
From $140 /Night
Spacious waterfront Villa with gorgeous views, 0.5 miles to Siesta Beach
South West FL > Sarasota
House , Bedroom(s): 4 , Sleeps: 6
4 bedrooms, 3 baths, Pool, one mile to Siesta Beach, sleeps 6 pers.
From $1,700 /Week
Adorable Condo by Beach - 2 Bdr., 1st Fl.
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 4
Adorable Condo -- On Beach and Bay, 2 Bdr. Ground Floor
From $136 /Night
Tranquil Oasis Located on World Class Midnight Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Enjoy the best of both worlds during your Florida vacation in this cozy, tranquil, affordable oasis located on beautiful Siesta Key.
From $905 /Week
Gorgeous newly remodeled pool home on St. Armand's Circle for 8
South West FL > Sarasota
House , Bedroom(s): 4 , Sleeps: 8
125S - 4 Bedrooms, 4.5 Baths (Sleeps 8)
From $579 /Night
Special $85night Aug - Nov 14, 2020 Lovely Condo!
OFFER
Special $85night Aug - Nov 14, 2020 Lovely Condo!
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 4
2/2, 5th floor condo at Harbor Towers, 10 min walk to Siesta Key beach
From $80 /Night
Historic John Ringling House on Beautiful Lido Key
South West FL > Lido Key
House , Bedroom(s): 3 , Sleeps: 10
Gorgeous 3 Bedroom, 3 Bath house, sleeps 10, PLUS separate "Pool House" attached to the garage, a short walk from premiere shops & dining in St Armand's Circle
From $350 /Night
Shorewalk Condo, Newly Redecorated with Lake View
South West FL > Bradenton
Condo , Bedroom(s): 2 , Sleeps: 4
Condo, 2 Bedrooms, 2 Baths, (Sleeps 4)
From $840 /Week
Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa
South West FL > Siesta Key
Condo , Bedroom(s): 5 , Sleeps: 13
5 Bedroom House Rental in Siesta Key
From $395 /Night
Comfortable, cozy home with spacious pool area in walking distance to the beach
South West FL > Siesta Key
House , Bedroom(s): 3 , Sleeps: 6
Siesta Key House With Dock!! 3 bedrooms, 3 bathrooms, heated pool, walking distance to Siesta Beach
From $1,600 /Week
Emerald Retreat, four bed lakeside villa on Florida's Gulf Coast
OFFER
Emerald Retreat, four bed lakeside villa on Florida's Gulf Coast
South West FL > Bradenton
Villa , Bedroom(s): 4 , Sleeps: 8
Large four bedroom property, in a quiet residential area close to amenities. Two masters with ensuites.
From $132 /Night

OFFER June and July 2020 now available due to international cancellations.

Special offer period: Jun 1, 2020 - Jul 31, 2020

Fabulous refurbished coastal pool home on Lido Key seconds from St. Armand's Circle
South West FL > Sarasota
House , Bedroom(s): 3 , Sleeps: 8
3 Bedroom 3.5 Bath, Sleeps 6 in beds, and 2 more on a pull-out sofa
From $514 /Night
Stunning Bay Views at The Windward Longboat G-301 - Monthly Stays
South West FL > Longboat Key
Condo , Bedroom(s): 2 , Sleeps: 4
The Windward G-301 is a new renovated 1562 sf condo overlooking Sarasota bay and a 5 minute walk to the beach. No availability. EMAIL owner for future vacancies
From $4,000 /Month
Siesta Key Beachfront 3 Bedroom Private Home
South West FL > Siesta Key
House , Bedroom(s): 3 , Sleeps: 7
Siesta Key House Rental
From $395 /Night
Luxury Siesta Key Four Bedroom,Five Bathroom Pool Home,180 Yards to Siesta Beach
South West FL > Siesta Key
House , Bedroom(s): 4 , Sleeps: 12
4 Bedroom House Rental in Siesta Key
From $575 /Night