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From234US$ /night
Check-in
14Feb2026Select date
Check-out
15Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

139 Beach Road, Siesta Key, Florida, United States, FL 34242
-
Close to Siesta Key Beach
Perfect
9.1
/10

Apartment Features

Living The Dream By Beachside Management is located in Siesta Key, a barrier island in the Gulf of Mexico, off the coast of Sarasota, Florida. Each apartment has a private entrance, air conditioning, and a flat-screen TV. Guests can use free bikes and free Wi-Fi. A barbecue is available. Each unit includes a living room with a sofa bed and a flat-screen TV. There is also a seating area, a washing machine, and a private bathroom with a hairdryer and a bath or shower.

Kitchen Facilities

Each unit comes with a fully equipped kitchen with a microwave. Guests can prepare meals in the kitchen, which features a stovetop, refrigerator, dishwasher, and kitchenware. Select apartments have a dining table and tea and coffee facilities.

Room Details

The spacious apartments include two separate bedrooms, one bathroom with a hairdryer, and a living room. Apartments come equipped with a TV, a washing machine, and a tumble dryer. Each unit has multiple beds.

Location Highlights

Living The Dream By Beachside Management is near Siesta Key landmarks. Siesta Key Beach Access 2 is 0.5 km away, as are Seaside Vacation Villas and The Gallery on Siesta Key. Public Beach Access 10 is 1 km away. Jamaica Royale, Siesta Key Village, Siesta Key Beach Access 7, and St. Boniface Episcopal Church Labyrinth are all 2 km away. The John and Mable Ringling Museum of Art is 16 km away.

Services Offered

This apartment complex provides accommodation with free bikes and complimentary Wi-Fi in all rooms. Each apartment is equipped with ironing facilities, a washing machine, a dryer, and cookware/kitchen utensils.

“I think this could be a solid choice for families looking to settle into Siesta Key life for a week or so. The apartments appear spacious and well-equipped, steps away from the beach and a short walk from Siesta Village, making it easy to enjoy both the natural beauty and local dining.”
Hotel logo
David MillerEditor, UsFlorida
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Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
Two-Bedroom Apartment
2 persons
800 sq. feet 
1 King-size bed and 1 Sofa bed
Heating
Air conditioning

Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays

General

  • No smoking on site
  • Free Wi-Fi
  • Parking
  • No pets allowed

Guest Parking

  • Dryer
  • Cookware/ Kitchen utensils

Room features

  • Free Wi-Fi in rooms
  • Tea and coffee facilities
  • Dining table
  • Ironing facilities

Bathroom

  • Washing machine

Self-catering

  • Dryer
  • Cookware/ Kitchen utensils
Show more

Living The Dream By Beachside Management Location

139 Beach Road, Siesta Key, Florida, United States, FL 34242
Map view
139 Beach Road, Siesta Key, Florida, United States, FL 34242
Nearby
Sarasota Beach
2000 ft
Beach
Siesta Key Beach Access 2
1800 ft
5239 Calle Menorca
Seaside Vacation Villas
1400 ft
402 Beach Rd
Siesta Key Beach Access 7
1800 ft
5124 Ocean Blvd
Siesta Key Craft Festival
1800 ft
Restaurants
The Siesta Key Oyster Bar
1300 ft
5238 Ocean Boulevard
Daiquiri Deck Siesta Key Village
1200 ft
5250 Ocean Boulevard
Gilligan's Island Bar and Grill
1200 ft
5253 Ocean Blvd
Bonjour French Cafe
1500 ft
5214 Ocean Blvd
Flavio's Brick Oven and Bar
1400 ft
5239 Ocean Boulevard
3.14 Pi Craft Beer & Spirits
1100 ft
5263 Ocean Blvd
The Cottage
1800 ft
153 Avenida Messina
Explore Siesta Key
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Siesta Key Beach
20 minutes' walk
Renowned for its powdery white sands, this beach offers stunning sunsets and a vibrant atmosphere, ideal for relaxation and fun.
The Gallery on Siesta Key
8 minutes' walk
A charming art gallery showcasing local artists' work, perfect for art enthusiasts and those looking for unique souvenirs.
Siesta Key Village
25 minutes' walk
A lively hub filled with shops, restaurants, and nightlife, providing a taste of local culture and a great place to unwind.
Public Beach Access 10
10 minutes' walk
A less crowded beach access point that offers serene views and is perfect for a quiet day by the sea.
Kayaking at Siesta Key Marina
10 minutes' drive
Kayaking through mangroves offers an adventure for thrill-seekers. Rentals are available for a great day on the water.
Yoga on the Beach
20 minutes' walk
Morning beach yoga sessions provide a peaceful atmosphere for relaxation and rejuvenation amidst scenic views.
The Siesta Key Oyster Bar
5 minutes' walk
A casual eatery famous for fresh seafood and local specialties, featuring a vibrant atmosphere with outdoor seating.
Gilligan's Island Bar and Grill
5 minutes' walk
A laid-back spot with a fun island vibe; known for its burgers and drinks, ideal for families and friends.
Daiquiri Deck Siesta Key Village
5 minutes' walk
A vibrant venue with a lively atmosphere, featuring live music and an extensive cocktail menu. Great for all ages!
Siesta Key Drum Circle
20 minutes' walk
A community gathering spot on Sundays with drumming, dancing, and local culture, perfect for families and socializing.
Local transportation
City Centre
Siesta Key18 min  ·  5000 ft
Airports
Sarasota Bradenton International Airport (SRQ)27 min  ·  10.9 mi
Charlotte County Airport (PGD)129 min  ·  53.4 mi
Bus
Bus stop3 min  ·  700 ft
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 10 am
Guest Parking
Public parking is possible on site for free.
Internet
is available in for free.
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Former name
living the dream by beachside managment
FAQs
About Living The Dream By Beachside Management
What is the check-in and check-out policy at Living The Dream By Beachside Management?
Check-in is at 16:00 and check-out is by 10:00.
Is parking available at Living The Dream By Beachside Management?
Free public parking is available on-site, but reservation is needed.
What nearby attractions can visitors find when staying at Living The Dream By Beachside Management?
Nearby attractions include Siesta Key Beach (0.5 km), Marina Jack Restaurant And Marina (10 km), and The John And Mable Ringling Museum Of Art (16 km).
What amenities are available in the rooms at Living The Dream By Beachside Management?
Rooms feature a fully equipped kitchen, air conditioning, Wi-Fi, a flat-screen TV, and a private bathroom.
Are there any restaurants within walking distance of Living The Dream By Beachside Management?
Nearby restaurants include Flavio's Brick Oven and Bar, Gidget's Coastal Provisions, and Gilligan's Island Bar and Grill, all located approximately 0.5 km away.
What facilities does Living The Dream By Beachside Management offer for relaxation and leisure?
The property offers free bikes for guests and is close to the beach for recreational activities.
Is Wi-Fi available at Living The Dream By Beachside Management?
Free Wi-Fi is available in all rooms.
What payment methods are accepted at Living The Dream By Beachside Management?
The hotel accepts American Express, Visa, Discover, and MasterCard.
Check-in
14Feb2026Select date
Check-out
15Feb2026Select date
Rooms and Guests2 Guests, 1 Room
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