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Always Siesta Time 3 Bedroom Siesta Key, FL Vacation Rental With Heated Pool, Pet Friendly

Home Rental in Siesta Key Florida

House rental in Siesta Key with a screened heated pool and fenced yard, 1 mile from Siesta Key Beach; a practical place to stay near the Village for families, extended trips, and dog-approved guests.

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Tropical Sands Accommodations
Connect directly with the local vacation rental manager.
Rates from
$190 / night
Additional fees may apply
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At a glance

Property Highlights

Waterfront - NearbyLocation Setting
Near a BeachBeach Access
3 BedroomsBedrooms
2 Full BathroomsBathrooms
Sleeps 8Guest Capacity
1975 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesPet Friendly
YesWasher / Dryer
Plan your stay

Rates & Availability (USD)

Rates from
$190 per night
30-day minimum stay
Check current rates & availability

Live booking details are maintained by Tropical Sands Accommodations.

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Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
About this rental

Property Description

Always Siesta Time by Tropical Sands Accommodations
5333 Siesta Court, Siesta Key, FL 34242

Welcome to Always Siesta Time, a newly renovated 3-bedroom, 2-bath Siesta Key home located just 1 mile from Siesta Key Beach and 2 miles from Siesta Key Village. This ground level retreat features a screened in heated pool, a large fenced backyard, and dog friendly retreat. Perfect for extended stays, families, and guests looking for relaxed Siesta Key vacation rentals close to beaches, dining, and island attractions.

Highlights
• 1 mile to Siesta Key Beach
• 3 Bedrooms / 2 Bathrooms / Bonus Room
• 3 Kings, 1 Queen
• Screened-in Heated Pool
• Large Fenced Backyard
• Beach Gear (Chairs) and Pool Floats
• Washer and Dryer
• Dog Friendly (with approval and fee)
• 4 Parking Spaces

This home features a screened in heated pool with brick paved patio space for lounging, outdoor dining, and relaxing after a day on the sand. Guests will enjoy an outdoor shower ideal for rinsing off after beach days, and a spacious fenced backyard perfect for yard games or letting your dog run and play. Beach chairs and pool floaties are provided, making it easy to enjoy both the beach and the pool throughout your stay.

Inside, guests are welcomed into a bright, newly updated living area offering plenty of comfortable seating and a large TV for everyone to relax. The open kitchen features gorgeous maple cabinetry, stainless steel appliances, and ample storage for groceries. It flows seamlessly into the formal dining room, which opens directly to the screened lanai and pool area; ideal for indoor and outdoor living and shared meals with family and friends. A washer and dryer are available, allowing guests to pack light during their extended stay.

The primary bedroom offers a peaceful retreat with a King bed, an expansive walk-in closet, and an ensuite bathroom featuring a walk-in shower and large vanity. Two additional bedrooms each feature King beds, offering comfort for multiple couples or families. The bonus room includes a Queen bed and easy access to the hallway bathroom, which features a walk-in shower and direct pool access.

Room Details
-Primary Bedroom: King bed, ensuite bathroom with walk-in shower
-Second Bedroom: King bed
-Third Bedroom: King bed
-Bonus Room: Queen bed

Located in a quiet residential neighborhood, Always Siesta Time is just 1 mile from Siesta Key Beach and a short drive to Siesta Key Village’s shops, restaurants, cafes, and entertainment. The home includes exterior video surveillance on public facing areas, participates in the Professional Linen Program, and offers parking for up to 4 vehicles.

With a heated pool, spacious interiors, a fenced backyard, and a great location near Siesta Key Beach and Village, Always Siesta Time by Tropical Sands Accommodations is the perfect extended stay retreat for sunshine, comfort, and island relaxation. Book your stay today and enjoy the best of Siesta Key!

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This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company.

This property has active video surveillance on the exterior public approach areas.

This property participates in our Professional Linen Program. This ensures high quality linens and towels are always included for your stay. These are professionally laundered at a commercial facility for every guest.

Grill in garage is Not for guest use.

This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Tropical Sands Accommodations Rental Policies for full details.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details.

4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Beach
Biking
Boating
Canoeing
Fishing
Deep Sea Fishing
Golfing
State National Parks
Ocean
Pet Friendly
Sailing
Scuba Diving
Surfing
Fly Fishing
Wind Surfing
Hiking
Family Vacations
Kayaking

Other Activities and Special Interests

Marina Nearby
Laundromat Close By
Health Beauty Spa Nearby
Museums
Bird Watching Nearby
Boating Nearby
Shopping Nearby
Wildlife Viewing Nearby
Jet Skiing Nearby
Kayaking Nearby
Parasailing Nearby
Sailing Nearby
Swimming Nearby
Water Sports Nearby
What's included

Property Amenities

Featured Amenities

Air Conditioning
Dishwasher
Grill
Internet Access
Pets Allowed
Pool (Private)
Television
Washer/Dryer

Property Features

Blender
Coffee Maker
Freezer
Full Kitchen
Hair Dryer
Microwave
Oven
Refrigerator
Stove
Toaster
Towels/Linens

Other Property Amenities

Carbon Monoxide Detector
Hospital Close By
Dishes and Utensils
Living Room
Hot Water
Dining Table
Wine Glasses
Fire Extinguisher
Clothes Hangers
Heating
Long Term Stays Allowed
Smoke Detector
Private Entrance
Iron and Ironing Board
Beach Chairs Provided
Outdoor Shower
Four (4) Parking Spaces
Screened-In Lanai
Fenced Yard
Keurig Coffee Maker
Security Camera Present
Monthly Rental
Backyard
Residential Street
1 mile to the beach
Outdoor Dining Area
Baking Sheet
Outdoor Seating
Pots and Pans
Helpful details

Frequently Asked Questions

Always Siesta Time is located in Siesta Key, Florida.

Always Siesta Time accommodates up to 8 guests.

3 Bedrooms and 2 Full Bathrooms.

The listed beach access for Always Siesta Time is Near a Beach.

Yes. The property lists Pool (Private).

Yes. Always Siesta Time is listed as pet friendly. Review the manager's policies for any pet restrictions or fees.
Local management

Professionally Managed By

Tropical Sands Accommodations
In business since 2006
View Manager Profile

Questions about this rental?

Connect directly with Tropical Sands Accommodations for current rates, availability, and local assistance.

Contact Reservations and Guest Services Tropical Sands Accommodations
Daytime Phone
Property reference
#192554 · Always Siesta Time
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