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Sleepfare

Living the Dream by Beachside Managment

★★★ Siesta Key, Florida, 34242, Siesta Key, US

8.6 guest rating· 47 reviews

About this hotel

Fitness Center and Terrace

Enjoy the hotel's fitness center and relax on the terrace with a stunning view.

Concierge Services and BBQ Grills

Indulge in top-notch service with concierge services and savor a delicious BBQ at the hotel grills.

Complimentary Shuttle and Limited Parking

Explore nearby attractions effortlessly with the free area shuttle and take advantage of the convenient onsite parking.

Book your stay now at Living the Dream by Beachside Management, just minutes away from the beautiful Siesta Key Beach!

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Rooms & rates

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Apartment (Living the Dream - Pink Flamingo)

Sleeps 6 · King bed, 2× Twin bed, Sofa bed

  • Desk
  • Laptop-friendly workspace
  • Air conditioning
  • Balcony or patio
  • Private bathroom

<p><strong>1 King Bed, 2 Twin Beds and 1 Double Sofa Bed</strong></p><p>Features a private balcony/patio</p><br/><p><b>Layout</b> - 2 bedrooms, living room, and dining area</p><p><b>Relax</b> - Private pool</p><p><b>Internet</b> - Free WiFi and wired internet access</p><p><b>Entertainment</b> - Flat-screen TV with cable channels</p><p><b>Food & Drink</b> - Kitchen with refrigerator, stovetop, oven, and microwave</p><p><b>Sleep</b> - Bed sheets </p><p><b>Bathroom</b> - Private bathroom, bathtub or shower, a hair dryer, and towels</p><p><b>Practical</b> - Washer/dryer, laptop workspace, and iron/ironing board</p><p><b>Comfort</b> - Air conditioning and heating</p><p><b>Need to Know</b> - No housekeeping</p><p>Non-Smoking</p><p>Room is accessed via exterior corridors </p>

Apartment (Living the Dream - Starfish)

Sleeps 6 · King bed, 2× Queen Bed, Sofa bed

  • Desk
  • Laptop-friendly workspace
  • Air conditioning
  • Balcony or patio
  • Private bathroom

<p><strong>1 King Bed, 2 Queen Beds and 1 Double Sofa Bed</strong></p><p>Features a private balcony/patio</p><br/><p><b>Layout</b> - 2 bedrooms, living room, and dining area</p><p><b>Relax</b> - Private pool</p><p><b>Internet</b> - Free WiFi and wired internet access</p><p><b>Entertainment</b> - Flat-screen TV with cable channels</p><p><b>Food & Drink</b> - Kitchen with refrigerator, stovetop, oven, and microwave</p><p><b>Sleep</b> - Bed sheets </p><p><b>Bathroom</b> - Private bathroom, bathtub or shower, a hair dryer, and towels</p><p><b>Practical</b> - Washer/dryer, laptop workspace, and iron/ironing board</p><p><b>Comfort</b> - Air conditioning and heating</p><p><b>Need to Know</b> - No housekeeping</p><p>Non-Smoking</p><p>Room is accessed via exterior corridors </p>

Apartment, Multiple Beds, Beach View (Mermaid)

Sleeps 6 · 74 m² · King bed, Queen Bed

  • Air conditioning
  • Balcony or patio
  • Private bathroom
  • Kitchen
  • Coffee/tea maker

<p><strong>1 King Bed and 1 Queen Bed</strong></p><p>800-sq-foot individually decorated room, balcony/patio with beach views </p><br/><p><b>Layout</b> - 2 bedrooms, living room, and dining area</p><p><b>Internet</b> - Free WiFi and wired internet access</p><p><b>Entertainment</b> - Flat-screen TV with cable channels</p><p><b>Food & Drink</b> - Kitchen with refrigerator, stovetop, microwave, and dishwasher</p><p><b>Sleep</b> - Bed sheets </p><p><b>Bathroom</b> - Private bathroom, bathtub or shower, a hair dryer, and towels</p><p><b>Practical</b> - Washer/dryer, double sofa bed, and iron/ironing board</p><p><b>Comfort</b> - Air conditioning and heating</p><p><b>Accessibility</b> - Wheelchair accessible</p><p><b>Need to Know</b> - No housekeeping</p><p>Non-Smoking, pet friendly</p><p>Room is accessed via exterior corridors </p>

Amenities

  • Access to nearby outdoor pool
  • Parking (limited spaces)
  • Fitness facilities
  • Concierge service
  • Ecotours nearby
  • Free area shuttle
  • Free bicycles nearby
  • Garden
  • Hiking/biking trails nearby
  • Scooter/moped rentals nearby
  • Smoke-free property
  • Terrace
  • Tours/ticket assistance
  • Upper floors accessible by stairs only
Show all 15 amenities
  • Wheelchair accessible

Location

© OpenStreetMap contributors

Siesta Key, Florida, 34242, Siesta Key, US

Check-in
from 04:00 PM to 06:00 PM
Check-out
until 10:00 AM

What guests say8.647 reviews

+ Spacious apartments+ Great location− Pillows
Cleanliness8.5
Service8.7
Location9.0
Room Quality8.5
Amenities8.5
Value for Money8.5

Guest review

10.0

Location, Location, Location !

Edgar · US · 2026-07-18

Guest review

10.0

The location is perfect 2 minute walk to the beach and 5 minute walk to siesta keys village. This is out favorite rental and we have stayed here twice

Cindy · US · 2026-04-29

Excellent location and a great beach

10.0

The location was great. The apartment/condo was very clean.

Verna · US · 2026-01-19

Nice location, clean, a few inconveniences like walking to pool and for bikes but prefer to keep price down and have a f

8.0

Clean, close to pool, short walk to pool, wagon, chairs, towels provided

− No dishwasher, no garbage disposal, no strainer for sink so food goes down drain, no Kleenex. Should be disclosed that upstairs neighbors x2 units can be heard. (Every foot step)

Liz · US · 2026-01-07

Good to know

Only registered guests are allowed in the guestrooms.

Guests can arrange to bring pets by contacting the property directly, using the contact information on the booking confirmation (surcharges apply and can be found in the Fees section).

Contactless check-out is available.

›Pets

Maximum number of pets per room 2

›Sustainability Certifications

Property confirms they are implementing guest safety measures

›Pets

Service animals are exempt from fees/restrictions

›Children and extra beds

No rollaway/extra beds available

›Smoking

No smoking

›Check-in & Check-out

Contactless check-out is available

›Guest type

Essential workers only - NO

›Accessibility

No elevators

›General

Bed sheets and towels are washed at a temperature of at least 60°C/140°F

›Pets

Pets allowed

›Covid

Property does not offer onsite COVID-19 testing

›General

Property is cleaned with disinfectant

›Children and extra bed policy

Children welcome

›General

Professional property host/manager

›Children and extra beds

No cribs (infant beds) available

›Pets

Pet max weight (per pet) in kg is 7

›General

Property follows sanitization practices of SafeStay (AHLA - USA)

›Sustainability Certifications

Property confirms they are implementing enhanced cleaning measures

›Pets

Pet max weight (per pet) in lb is 16

›General

Commonly-touched surfaces are cleaned with disinfectant

›Health & Safety

Property does not require health documentation at check-in

›Pets

Only dogs are allowed

›Pets

Pets welcome (restrictions apply)

›Pets

Service animals are allowed