Original cottages Siesta Key
Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Siesta Key

Sep 19 - Sep 20 ·
2 guests

Holiday Cottages in Siesta Key

Siesta Key
2 guests

Adults:

2

Children:

0

Child’s age:

Over 1,080 stays assessed to highlight the standout picks

Navigation

1. Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

2. Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

3. Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

4. Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

Holiday Cottages in Siesta Key

5. Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

6. Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

7. Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

Holiday Cottages in Siesta Key with Private Pool

8. Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

9. Beach House

10. Modern Coastal Retreat W Waterfront Canal Views

  • Top location
  • Beach access
Hotel Image Hotel Image

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

323 Beach Rd #2, Siesta Key, Fl 34242, Usa
1.7 km (1.0 mi) from city center
74
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Situated about 5 minutes' walk from the Siesta Key Beach Access 7, the 2-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa offers easy access to numerous tourist spots in the area. Suitable for up to 7 guests, the accommodation offers a foot bath for additional relaxation.

Guests can enjoy cycling, which can be arranged onsite.

10
1 reviews

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

1.7 km (1.0 mi) from city center
74
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

Situated about 5 minutes' walk from the Siesta Key Beach Access 7, the 2-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa offers easy access to numerous tourist spots in the area. Suitable for up to 7 guests, the accommodation offers a foot bath for additional relaxation.

Guests can enjoy cycling, which can be arranged onsite.

10
1 reviews
  • Guest favorite
  • Beach access
Hotel Image Hotel Image

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

325 Beach Rd #2, Siesta Key, Fl 34242, Usa
1.7 km (1.1 mi) from city center
74
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa enjoys a beachfront location, 3.6 km from the Siesta Key Marina, and offers guests to unwind in a foot bath.

9.8
14 reviews

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

1.7 km (1.1 mi) from city center
74
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun terrace

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa enjoys a beachfront location, 3.6 km from the Siesta Key Marina, and offers guests to unwind in a foot bath.

9.8
14 reviews
  • Beach access
Hotel Image Hotel Image

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

325 Beach Rd #3, Siesta Key, Fl 34242, Usa
1.7 km (1.1 mi) from city center
25
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Situated nearly a 5-minute walk from the Siesta Key Beach Access 7, the 1-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa offers easy access to numerous tourist spots in the area. Suitable for up to 2 guests, the chalet comes with a foot bath.

9
7 reviews
~ US$359 / night

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

1.7 km (1.1 mi) from city center
25
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

Situated nearly a 5-minute walk from the Siesta Key Beach Access 7, the 1-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa offers easy access to numerous tourist spots in the area. Suitable for up to 2 guests, the chalet comes with a foot bath.

9
7 reviews
From US$ 359 / night

Holiday Cottages in Siesta Key

  • Beach access
Hotel Image Hotel Image

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

321 Beach Rd, Siesta Key, Fl 34242, Usa
1.7 km (1.1 mi) from city center
74
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun loungers

The 2-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa is located nearly 5 minutes' walk from the Siesta Key Beach Access 7 and offers a foot bath for guests' relaxation.

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

1.7 km (1.1 mi) from city center
74
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun loungers

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr

The 2-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr villa is located nearly 5 minutes' walk from the Siesta Key Beach Access 7 and offers a foot bath for guests' relaxation.

  • Beach access
Hotel Image Hotel Image

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

323 Beach Rd, Siesta Key, Fl 34242, Usa
1.7 km (1.0 mi) from city center
25
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Staying at the 1-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa, guests can easily reach the Siesta Beach Pavillion, located a 14-minute walk away. Situated a mere 1.3 km from the Siesta Key Drum Circle, this property is suitable for 2 guests and provides a foot bath for additional relaxation.

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

1.7 km (1.0 mi) from city center
25
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

Staying at the 1-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio villa, guests can easily reach the Siesta Beach Pavillion, located a 14-minute walk away. Situated a mere 1.3 km from the Siesta Key Drum Circle, this property is suitable for 2 guests and provides a foot bath for additional relaxation.

  • Beach access
Hotel Image Hotel Image

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

323 Beach Rd, Siesta Key, Fl 34242, Usa
1.7 km (1.0 mi) from city center
98
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Located only a 5-minute walk from the Siesta Key Beach Access 7, the 3-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio villa offers quick access to various city attractions in the vicinity. Pampering guests with a foot bath, this accommodation features views of the sea and is nestled 4.8 km from the Public Beach.

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

1.7 km (1.0 mi) from city center
98
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

Located only a 5-minute walk from the Siesta Key Beach Access 7, the 3-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio villa offers quick access to various city attractions in the vicinity. Pampering guests with a foot bath, this accommodation features views of the sea and is nestled 4.8 km from the Public Beach.

Holiday Cottages in Siesta Key with Private Pool

  • Beach access
Hotel Image Hotel Image

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

321 Beach Rd, Siesta Key, Fl 34242, Usa
1.7 km (1.1 mi) from city center
98
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Ensuring a relaxing stay with a foot bath, the 3-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio villa is situated just a 14-minute walk from the Siesta Beach Pavillion and can accommodate 9 guests.

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

1.7 km (1.1 mi) from city center
98
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

Ensuring a relaxing stay with a foot bath, the 3-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio villa is situated just a 14-minute walk from the Siesta Beach Pavillion and can accommodate 9 guests.

  • Beach access
Hotel Image Hotel Image

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

325 Beach Rd, Siesta Key, Fl 34242, Usa
1.7 km (1.1 mi) from city center
98
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

The 3-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio villa offers quick access to such city attractions as the Sarasota Beach, located merely 5 minutes' walk away. With a maximum capacity of 9 guests, this property offers parking.

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

1.7 km (1.1 mi) from city center
98
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Massage
  • Sun terrace

Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio

The 3-bedroom Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, 2Bdr & Studio villa offers quick access to such city attractions as the Sarasota Beach, located merely 5 minutes' walk away. With a maximum capacity of 9 guests, this property offers parking.

Cottage near Siesta Key

  • Private beach
Hotel Image Hotel Image

Beach House

2643 21St Avenue Southwest
75.0 km (46.6 mi) from Siesta Key
126
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Jacuzzi
  • Terrace

The 2-bedroom Beach House Largo villa is located 10 minutes' drive from the Indian Rocks Historical Museum and invites guests to join bike riding. With a capacity for 7 guests, the property offers bicycles available for renting.

A Jacuzzi are available on-site.

8.8
5 reviews
~ US$160 / night

Beach House

75.0 km (46.6 mi) from Siesta Key
126
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Jacuzzi
  • Terrace

Beach House

The 2-bedroom Beach House Largo villa is located 10 minutes' drive from the Indian Rocks Historical Museum and invites guests to join bike riding. With a capacity for 7 guests, the property offers bicycles available for renting.

A Jacuzzi are available on-site.

8.8
5 reviews
From US$ 160 / night

Luxury Holiday Cottages in Siesta Key

Hotel Image Hotel Image

Modern Coastal Retreat W Waterfront Canal Views

8725 Cobblestone Dr
79.9 km (49.6 mi) from Siesta Key
139
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Flat-screen TV
  • Terrace

Staying at Modern Coastal Retreat W Waterfront Canal Views Tampa villa, guests can easily reach First Reformed Church of Tampa, located approximately 10 minutes' drive away.

10
1 reviews

Modern Coastal Retreat W Waterfront Canal Views

79.9 km (49.6 mi) from Siesta Key
139
  • BBQ facilities
  • Free parking
  • Housekeeping
  • Air conditioning
  • Flat-screen TV
  • Terrace

Modern Coastal Retreat W Waterfront Canal Views

Staying at Modern Coastal Retreat W Waterfront Canal Views Tampa villa, guests can easily reach First Reformed Church of Tampa, located approximately 10 minutes' drive away.

10
1 reviews
  • Beach access
Hotel Image Hotel Image

Beachy Paradise

111 16Th Avenue
76.3 km (47.4 mi) from Siesta Key
51
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Laundry
  • Ironing facilities
  • Garden area

Beachy Paradise Clearwater Beach villa is located approximately 25 minutes' walk from the Splash Harbour Water Park, giving access to various tourist spots nearby. Offering a private parking lot as well as Wi-Fi, this property is situated in the Indian Rocks Beach district of Clearwater Beach.

9.6
8 reviews
~ US$298 / night

Beachy Paradise

76.3 km (47.4 mi) from Siesta Key
51
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Laundry
  • Ironing facilities
  • Garden area

Beachy Paradise

Beachy Paradise Clearwater Beach villa is located approximately 25 minutes' walk from the Splash Harbour Water Park, giving access to various tourist spots nearby. Offering a private parking lot as well as Wi-Fi, this property is situated in the Indian Rocks Beach district of Clearwater Beach.

9.6
8 reviews
From US$ 298 / night
  • Great deal
  • Beach access
Hotel Image Hotel Image

Quiet Cottage Walk To Siesta Key Relax Or Work

2108 Jo An Drive Unit B
2.4 km (1.5 mi) from Siesta Key
97
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Luggage storage
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Offering a location 4.7 km from the Livingston's Amusements, Quiet Cottage Walk To Siesta Key Relax Or Work Sarasota gives access to various tourist spots in the area.

Quiet Cottage Walk To Siesta Key Relax Or Work

2.4 km (1.5 mi) from Siesta Key
97
  • Cookware/ Kitchen utensils
  • Air conditioning
  • Luggage storage
  • Ironing facilities
  • Tea and coffee facilities
  • Garden area

Quiet Cottage Walk To Siesta Key Relax Or Work

Offering a location 4.7 km from the Livingston's Amusements, Quiet Cottage Walk To Siesta Key Relax Or Work Sarasota gives access to various tourist spots in the area.

Dog-Friendly Cottages in Siesta Key

Hotel Image Hotel Image

Luxury 4Br Getaway With Heated Pool & Cozy Vibes!

2216 Sherbrook Dr
77.8 km (48.4 mi) from Siesta Key
148
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Tea and coffee facilities
  • Heated swimming pool

Located nearly a 10-minute drive from Some church, Luxury 4Br Getaway With Heated Pool & Cozy Vibes! Guest House Valrico villa gives access to various tourist sites in the vicinity.

Luxury 4Br Getaway With Heated Pool & Cozy Vibes!

77.8 km (48.4 mi) from Siesta Key
148
  • BBQ facilities
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Tea and coffee facilities
  • Heated swimming pool

Luxury 4Br Getaway With Heated Pool & Cozy Vibes!

Located nearly a 10-minute drive from Some church, Luxury 4Br Getaway With Heated Pool & Cozy Vibes! Guest House Valrico villa gives access to various tourist sites in the vicinity.

Hotel Image Hotel Image

Captivating Brand-New Heated Saltwater Pool In Seminole 5 Mins To Beaches

13481 100Th Ave
71.9 km (44.6 mi) from Siesta Key
149
  • BBQ facilities
  • Housekeeping
  • Air conditioning
  • Flat-screen TV
  • Table tennis
  • Heated swimming pool

Located in a residential area of Seminole, Captivating Brand-New Heated Saltwater Pool In Seminole 5 Mins To Beaches villa features a patio as well as a heated pool for an enjoyable stay.

There is a games room, along with table tennis to diversify guests' leisure.

Captivating Brand-New Heated Saltwater Pool In Seminole 5 Mins To Beaches

71.9 km (44.6 mi) from Siesta Key
149
  • BBQ facilities
  • Housekeeping
  • Air conditioning
  • Flat-screen TV
  • Table tennis
  • Heated swimming pool

Captivating Brand-New Heated Saltwater Pool In Seminole 5 Mins To Beaches

Located in a residential area of Seminole, Captivating Brand-New Heated Saltwater Pool In Seminole 5 Mins To Beaches villa features a patio as well as a heated pool for an enjoyable stay.

There is a games room, along with table tennis to diversify guests' leisure.

Are you in a hurry?

Here is a quick list of hotels in Siesta Key, selected based on their rating

Name of hotel Accommodation Rating Price, $
Beach Rd, 300Ft To Beach Access & 500Ft To Siesta Key Village, Studio

9.0 / 10

(7 Reviews)

From 359$
Beach House

8.8 / 10

(5 Reviews)

From 160$
Beachy Paradise

9.6 / 10

(8 Reviews)

From 298$

More accommodations in Siesta Key

The Residences On Siesta Key Beach By Hyatt Vacation Club The Residences On Siesta Key Beach By Hyatt Vacation Club The Residences On Siesta Key Beach By Hyatt Vacation Club
9.3
113 reviews
~ US$ 1156 / night
The Residences On Siesta Key Beach By Hyatt Vacation Club
2.3 km (1.5 mi) from city center
Check Availability
The Inn At Turtle Beach (Adults Only) The Inn At Turtle Beach (Adults Only) The Inn At Turtle Beach (Adults Only)
8
108 reviews
~ US$ 210 / night
The Inn At Turtle Beach (Adults Only)
6.3 km (3.9 mi) from city center
Check Availability
Siesta Key Bungalows Siesta Key Bungalows Siesta Key Bungalows
8.4
336 reviews
~ US$ 199 / night
Siesta Key Bungalows
4.6 km (2.8 mi) from city center
Check Availability
Siesta Heron Suites & Villas Siesta Heron Suites & Villas Siesta Heron Suites & Villas
8.8
148 reviews
~ US$ 179 / night
Siesta Heron Suites & Villas
4.7 km (2.9 mi) from city center
Check Availability

Frequently Asked Questions

What holiday cottages in Siesta Key are best for a beach getaway?

Cottages like Beachy Paradise and Beach House are just a short walk to Siesta Key Beach, ideal for sunbathing and swimming. Both offer cozy settings with amenities to make your stay enjoyable.

Tip:

Choose Beachy Paradise for quick beach access-it's only 300 feet away, making it perfect for morning swims.

Which holiday cottages offer facilities for families?

Properties such as Quiet Cottage Walk To Siesta Key Relax Or Work and Beach Rd cottages feature multiple bedrooms and family-friendly amenities. These cottages can comfortably accommodate larger groups or families.

Tip:

Consider booking the Beach Rd options for varied accommodations, including 2-bedroom and studio setups tailored for family needs.

Are there holiday cottages with pools in Siesta Key?

Yes, the Luxury 4Br Getaway With Heated Pool & Cozy Vibes and Captivating Brand-New Heated Saltwater Pool In Seminole both offer private pools for guests. Enjoy relaxing afternoons and fun with family in these poolside settings.

Tip:

Book the Luxury 4Br Getaway for heated pool access, perfect for evening swims after a day in the sun.

Which cottages offer great views in Siesta Key?

The Modern Coastal Retreat W Waterfront Canal Views is an excellent choice for scenic canal views. It provides a calm atmosphere, perfect for relaxing after a busy day.

Tip:

Select the Modern Coastal Retreat for the best sunset views-its waterfront location is particularly stunning in the evenings.

Are there romantic holiday cottage options in Siesta Key?

Yes, cottages like the Quiet Cottage Walk To Siesta Key Relax Or Work provide a serene atmosphere that's perfect for couples. Enjoy intimate evenings in a cozy setting near the beach.

Tip:

Opt for an evening walk on Siesta Key Beach, just steps away, to make your romantic getaway extra special.

Where can I find affordable holiday cottages in Siesta Key?

Beach House and some units on Beach Rd provide budget-friendly options without sacrificing quality or comfort. They are close to local attractions and are excellent for value-conscious travelers.

Tip:

Book the Beach House in advance for lower rates-off-peak seasons like September may offer even better deals.

Which Siesta Key holiday cottages allow pets?

Check out the listings on Beach Rd, as some owners may allow pets upon request. It's best to confirm directly with the property for pet policies.

Tip:

Reach out to the Beach Rd options early if traveling with pets, as availability may be limited in peak seasons.

What unique local events can I attend in Siesta Key?

In August, Siesta Key hosts the annual Siesta Key Crystal Classic-a sand sculpting festival featuring amazing art. It's a fantastic way to experience local culture and enjoy the beach.

Tip:

Plan for a visit during the festival and arrive early to secure parking, as it can get crowded.

How can I get around Siesta Key conveniently?

Biking is a popular and efficient way to get around Siesta Key. Many cottages are bike-friendly, and local bike rentals are available for easy transport.

Tip:

Consider renting bikes from Siesta Key Bike & Kayak Rentals near the beach for an exhilarating way to explore the area.

Is Siesta Key safe for families and children?

Siesta Key is generally very safe, with a low crime rate, making it suitable for families. Focus on staying in well-lit areas, especially near popular beaches and attractions.

Tip:

Always supervise younger children at the beach-swim near lifeguards for added safety.

Siesta Key and related destinations

Location