Living The Dream By Beachside Management Siesta Key Amenities photoLiving The Dream By Beachside Management Siesta Key Interior photoLiving The Dream By Beachside Management Siesta Key Interior photo
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Check rooms and rates
From234US$ /night
Check-in
20May2026Select date
Check-out
21May2026Select 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
9.3
/10

Rooms: Apartment amenities

Each unit at Living The Dream By Beachside Management includes a fully equipped kitchen with a microwave, a seating area, a flat-screen TV, and a washing machine. The private bathroom has either a bath or shower and a hairdryer. Each unit also features a living room with a sofa bed and flat-screen TV. Additional amenities include ironing facilities, tea and coffee facilities, a dining table, and a dryer. Free Wi-Fi is available in all rooms. Some apartments offer two separate bedrooms and include a stovetop, refrigerator, dishwasher, and kitchenware. All apartments have air conditioning and private entrances.

Dining: Onsite restaurant

Living The Dream By Beachside Management features onsite restaurants.

Leisure: Outdoor activities

Guests can use the barbecue facilities. Free bikes are available.

Location: Siesta Key

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. Nearby landmarks include St. Boniface Episcopal Church Labyrinth (2 km), Siesta Key Drum Circle (2 km), Siesta Key Beach Access 7 (0.5 km), Seaside Vacation Villas (0.5 km), Siesta Key Craft Festival (0.5 km), Public Beach Access 10 (1 km), Siesta Key Beach Access 2 (0.5 km), Siesta Key (2 km), and Sarasota Beach (0.5 km). The John and Mable Ringling Museum of Art is 16 km away.

Services: Essential amenities

Living The Dream By Beachside Management provides free Wi-Fi.

“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
Facilities: Perfect
9.4/10Review score

General

  • No smoking on site
  • Free 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 (SRQ)27 min  ·  10.9 mi
Charlotte County (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
Wireless internet is available in the apartment rooms 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

Guest ratings and reviews

Guest feedback from past stays
Review score
Based on 11 verified reviews
8.8/10
Great
92%
Recommend
Cleanliness
9.3/10
Comfort
9.7/10
Facilities
9.4/10
Location
10.0/10
Staff
9.5/10
Value for money
8.7/10
Pros
Beach access
Spacious apartments
Walking distance
Cons
Hurricane damage
Construction
Water shutoffs
Guest reviews
based on 22 reviews
9.3/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
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.

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