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46 Vacation Rentals In Siesta Key

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1. Siesta Key Beachside Villas

Siesta Key Beachside Villas

Siesta Key 4.5 kms from Lido Key Beach

# 1 out of 46 Vacation Rentals In Siesta Key

8.3

(509 reviews)

Facilities: Parking , Bar , Wifi , Pool

Reviewers Mention: The Siesta Key Beachside Villas received rave reviews for its amazing location, excellent amenities including a heated pool, free bikes, and beach accessories, and kind and i (Read More)nformative staff. Guests loved the walkability of the hotel, with the beach, restaurants, shopping, and grocery store all within walking distance. The rooms were described as small but comfortable, with convenient kitchen items and towel service. Guests felt safe walking around at night and praised the nearby activities and food options. Overall, the hotel was highly recommended for a relaxing and enjoyable stay.

Villa with 5 room options

$216 onwards

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2. Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

Siesta Key 4.8 kms from Lido Key Beach

# 2 out of 46 Vacation Rentals In Siesta Key

8.3

(1183 reviews)

Facilities: Parking , Bar , Wifi , Pool , Food

Reviewers Mention: Guests loved their stay at Siesta Key Beach Resort and Suites, praising the clean rooms, comfortable beds, and friendly staff. The location was perfect, with easy access to t (Read More)he beach and nearby attractions. The resort provided all necessary beach items, such as chairs, towels, and a cooler. The pool and tiki bar were enjoyed by guests, and the food options were great. The staff was praised for their honesty and excellent service. Overall, a highly recommended place to stay in Siesta Key.

Villa with 16 room options

$218 onwards

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3. Tiny House Siesta

Tiny House Siesta

Siesta Key 8.3 kms from Historic Spanish Point

# 3 out of 46 Vacation Rentals In Siesta Key

8.2

(599 reviews)

Facilities: Parking , Wifi

Holiday home with 15 room options

$97 onwards

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4. Siesta Key Bay View

Siesta Key Bay View

Siesta Village 400 m from Crescent Beach

# 4 out of 46 Vacation Rentals In Siesta Key

7.9

(59 reviews)

Facilities: Parking , Wifi , Pool , Food

Reviewers Mention: The Siesta Key Bay View is praised for its great location, beautiful views, and well-kept property. The condo complex offers under-building parking, a tennis court, private p (Read More)ool, meeting room, and elevator service. The staff is described as super awesome and the beach is said to have the softest and whitest sand. Overall, it is a beautiful place with nice people and great views of the #1 beach in the USA.

Villa with only 1 room option

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5. BeachPoint Cottages

BeachPoint Cottages

Siesta Village 1.7 kms from Siesta Beach

# 5 out of 46 Vacation Rentals In Siesta Key

9.1

(236 reviews)

Facilities: Parking , Wifi , Bar

Reviewers Mention: BeachPoint Cottages is a fun and eclectic place with a laid-back atmosphere. Guests enjoyed the quirky hidden gems and the binder provided in the room with helpful informatio (Read More)n. The cottages are actually apartment-style buildings, but the comfortable rooms and convenient amenities made up for it. The location is within walking distance to the beach, shops, and restaurants. Guests appreciated the provided beach gear and bicycles. Overall, it was a great destination for a wedding weekend and a perfect place for a relaxing and enjoyable stay.

Apartment with 8 room options

$299 onwards

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6. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

Siesta Key 5.4 kms from Historic Spanish Point

# 6 out of 46 Vacation Rentals In Siesta Key

8.3

(283 reviews)

Facilities: Pool

Holiday home with 7 room options

$136 onwards

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7. LUX VILLAs on beautiful Palmer Ranch

LUX VILLAs on beautiful Palmer Ranch

Siesta Village 3.9 kms from Turtle Beach

# 7 out of 46 Vacation Rentals In Siesta Key

9.1

(35 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: These reviews praise the LUX Villas on Palmer Ranch for its perfect location near the beach and shops. The renovated rooms exceed expectations with their attention to detail. (Read More) The property stands out with its amenities, including hammocks, grills, and games. The staff is friendly and helpful. The nearby activities and walkability of the area are appreciated. Guests also mention the clean rooms, beach amenities, and convenience of the location. Overall, the LUX Villas provide a great stay with excellent service.

Villa with only 1 room option

$204 onwards

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8. Bianco Sands Resort by Beachside Management

Bianco Sands Resort by Beachside Management

Siesta Village 300 m from Turtle Beach

# 8 out of 46 Vacation Rentals In Siesta Key

8.1

(168 reviews)

Facilities: Parking , Wifi

Apartment with 4 room options

$502 onwards

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9. Sea Club II by Beachside Management

Sea Club II by Beachside Management

Siesta Key 6.8 kms from Lido Key Beach

# 9 out of 46 Vacation Rentals In Siesta Key

8.2

(45 reviews)

Facilities: Parking , Pool

Reviewers Mention: Sea Club II by Beachside Management receives positive reviews for its wonderful location, cleanliness, and variety of activities including stargazing, fishing, and swimming i (Read More)n the pool. The private beach is described as beautiful and amazing. The units are praised for being clean, spacious, and well-equipped with modern appliances. However, some guests had issues with the management company and limited parking. Overall, it is recommended for families and those looking for a peaceful vacation spot.

Villa with 2 room options

$368 onwards

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10. Sun and Sea by Beachside Management

Sun and Sea by Beachside Management

Siesta Village 100 m from Turtle Beach

# 10 out of 46 Vacation Rentals In Siesta Key

8.7

(35 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: Review 1: The guest had a wonderful time at the Crescent Street Villa, finding it beautiful and reasonably priced. The staff was friendly and not overbearing. The pool was a (Read More)hit with their family. They would definitely return and do business with Beachside Management again. Review 2: The guest stayed at Ten35 Seaside and had an exceptional experience. The condo was beautifully appointed, equipped with everything they needed, and had delightful amenities such as a fire pit. Siesta Beach was enchanting and the nearby tiki bars and restaurants were convenient. They highly recommend this unit. Review 3: The guest stayed at TEN35 Seaside (Unit 302) and had an amazing family vacation. The building was well-built with great amenities, and the unit was spotless and beautifully designed. They highly recommend it. Review 4: The guest had a great stay and would book again. The rental had everything listed and more, including comfortable beds and good water pressure. They appreciated the access to the pool at Siesta Beach Club & Suites. They highly recommend renting with Beachside Management. Review 5: The guest stayed at Ten35 Seaside Rentals (Unit 408) and had a wonderful experience. The building and amenities were excellent, and the unit was spacious, modern, and clean. They loved the beautiful kitchen and bathrooms. They wished the staff all the best and hope to return next year. Review 6: The guest had an exceptional time at Ten35 Seaside and loved their beachfront unit. The staff was excellent and the condo felt like home for their two-week stay. They had a slight issue at the beginning, but Beachside Management resolved it the next morning. They consider it the best vacation they've ever had. Review 7: The guest had a great check-in experience at Bianca resort and found their place clean and relaxing. They plan to return and appreciate Beachside Management's great work.

Villa with only 1 room option

$197 onwards

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11. The Inn at Turtle Beach (Adults Only)

The Inn at Turtle Beach (Adults Only)

Siesta Village 3.6 kms from Point of Rocks

# 11 out of 46 Vacation Rentals In Siesta Key

8.3

(104 reviews)

Facilities: Parking , Wifi , Pool

4 star apartment with 10 room options

$256 onwards

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12. 1/1 bed&bath condos 5 min drive to Siesta

1/1 bed&bath condos 5 min drive to Siesta

Bay Island 3.9 kms from Turtle Beach

# 12 out of 46 Vacation Rentals In Siesta Key

8.8

(75 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$109 onwards

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13. Hidden quiet gem close to everything!!!

Hidden quiet gem close to everything!!!

Bay Island 2.6 kms from Crescent Beach

# 13 out of 46 Vacation Rentals In Siesta Key

9.2

(59 reviews)

Facilities: Parking , Wifi , Food

Reviewers Mention: Hidden Gem is a unique and amazing gem store with a knowledgeable owner. The displays are immaculate, and the store has a great selection of goodies. Customers praise the own (Read More)er's expertise and the special energy of the store. They offer custom-made jewelry and unique crystals, and the owner is friendly and welcoming. The store has a cozy and lovely atmosphere. Overall, customers highly recommend Hidden Gem for its high-quality products and reasonable pricing.

Holiday home with only 1 room option

$256 onwards

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14. Beautiful property on Siesta Key

Beautiful property on Siesta Key

Siesta Key 7.0 kms from Lido Key Beach

# 14 out of 46 Vacation Rentals In Siesta Key

8.7

(32 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: Review 1: Unit 302 at Siesta Key was perfect - super clean, updated, and had all the amenities needed. The beach cart with toys and umbrella was a great bonus. Close to the b (Read More)each and shops/restaurants. Will definitely return! Review 2: Stayed in Unit 104, which was nice and clean, and had everything needed. Siesta Beach House had comparable prices to other beachside properties and a short walk to the beach. Enjoyed the vacation. Review 3: Booked last minute and stayed in unit 212. Pleasantly surprised by how well kept and clean it was. Close to the beach. Dated, but didn't matter as only used for basic needs. Great price, would stay again. Review 4: Had a great time at Siesta Key. Friendly people and beautiful beach. Paradise on Earth. Review 5: Stayed at townhouse #316 for the past decade. Well-equipped kitchen, clean and spacious, with new appliances. Perfect location near the pool and beach. Amazing place, feels like heaven. Review 6: Clean and well provisioned, Siesta Key is the perfect place to be with family or loved ones.

Villa with only 1 room option

$212 onwards

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15. 3 miles to Siesta Key #1 Beach in America

3 miles to Siesta Key #1 Beach in America

Siesta Key 7.7 kms from Marie Selby Botanical Gardens

# 15 out of 46 Vacation Rentals In Siesta Key

9.4

(51 reviews)

Facilities: Parking , Wifi

Apartment with only 1 room option

$123 onwards

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16. 2BR/1BA Vacation Rental - Sienna Park

2BR/1BA Vacation Rental - Sienna Park

Bay Island 3.9 kms from Turtle Beach

# 16 out of 46 Vacation Rentals In Siesta Key

9.2

(39 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: Melanie, the staff at Sienna Park, is praised for being helpful and pleasant. The job supervisor is doing a great job, and the community is expected to be even nicer once it (Read More)is fully completed. The vacation rental is described as quiet and fantastic.

Apartment with only 1 room option

$110 onwards

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17. Siesta Key Condo - on the water !

Siesta Key Condo - on the water !

Siesta Village 500 m from Crescent Beach

# 17 out of 46 Vacation Rentals In Siesta Key

8.6

(45 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$250 onwards

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18. Living the Dream by Beachside Management

Living the Dream by Beachside Management

Siesta Village 1.7 kms from Siesta Beach

# 18 out of 46 Vacation Rentals In Siesta Key

8.4

(47 reviews)

Facilities: Parking , Wifi

Apartment with 3 room options

$343 onwards

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19. Our House at the Beach; by Beachside Management

Our House at the Beach; by Beachside Management

Siesta Village 200 m from Siesta Beach

# 19 out of 46 Vacation Rentals In Siesta Key

8.7

(40 reviews)

Facilities: Parking , Pool

Reviewers Mention: Guests have praised the awesome location and great views of Our House at the Beach. While some have noted that the condos could use some updates, overall it is a nice place t (Read More)o stay. The pool and tennis courts are well-maintained and the beach is conveniently located across the street. However, there have been some complaints about cleanliness and outdated amenities in certain units.

Apartment with only 1 room option

$819 onwards

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20. Relax in Condo Near Siesta Beach 1

Relax in Condo Near Siesta Beach 1

Bay Island 4.0 kms from Turtle Beach

# 20 out of 46 Vacation Rentals In Siesta Key

8.8

(38 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: The reviews for Relax in Condo Near Siesta Beach 1 highlight the beauty and cleanliness of the beach. Visitors mention the silky white sands, proper restrooms, and picturesqu (Read More)e views. They also appreciate the availability of facilities such as changing rooms, playgrounds, and parking spaces. Some reviews mention the opportunity to witness special moments like the release of floating lanterns. Overall, the beach is recommended for its cleanliness, amenities, and stunning views.

Apartment with only 1 room option

$130 onwards

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21. Tropical Fruit Garden

Tropical Fruit Garden

Bay Island 5.3 kms from Crescent Beach

# 21 out of 46 Vacation Rentals In Siesta Key

9.2

(32 reviews)

Facilities: Parking , Wifi , Bar , Pool , Food

Reviewers Mention: This Tropical Fruit Garden is highly recommended for its wonderful owners who go above and beyond to assist guests. The spacious rooms have comfortable beds and the location (Read More)offers access to various nearby activities. The owners prioritize safety and provide a welcoming and personal experience. Guests also appreciate the well-maintained and updated facilities, including a pool, picnic area, and covered grill area. The cleanliness and hospitality of the owners are consistently praised, making it a top choice for future stays.

Holiday home with 4 room options

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22. ~ Cozy In-law Apartment Close to Siesta Key ~

~ Cozy In-law Apartment Close to Siesta Key ~

Bay Island 4.0 kms from Crescent Beach

# 22 out of 46 Vacation Rentals In Siesta Key

9.1

(32 reviews)

Facilities: Parking , Wifi , Bar , Food

Apartment with only 1 room option

$59 onwards

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23. Updated Condo with Pool, Walk to Crescent Beach & Restaurants!

Updated Condo with Pool, Walk to Crescent Beach & Restaurants!

Siesta Village 200 m from Turtle Beach

# 23 out of 46 Vacation Rentals In Siesta Key

9.3

(29 reviews)

Facilities: Parking , Wifi , Pool , Food

Apartment with only 1 room option

$271 onwards

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24. º Tropical Escape Sarasota º Experience Florida Up-close!

º Tropical Escape Sarasota º Experience Florida Up-close!

Downtown Sarasota 5.5 kms from Sarasota Jungle Gardens

# 24 out of 46 Vacation Rentals In Siesta Key

9.7

(25 reviews)

Facilities: Parking , Wifi , Bar , Pool , Food

Holiday home with only 1 room option

$204 onwards

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25. Siesta Key Island Rentals

Siesta Key Island Rentals

Siesta Village 900 m from Siesta Beach

# 25 out of 46 Vacation Rentals In Siesta Key

9.5

(26 reviews)

Facilities: Parking , Pool

Reviewers Mention: These Siesta Key Island Rentals received positive reviews from guests who praised the cleanliness, welcoming atmosphere, and convenient location close to the beach. Guests ap (Read More)preciated the provided amenities such as snacks, coffee, and beach supplies. The staff was described as attentive and accommodating. Some minor issues with wrong information were mentioned, but overall, guests enjoyed their stay and planned to return in the future.

Holiday home with 8 room options

$218 onwards

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26. 2BR/1BA Sienna Park Apartment

2BR/1BA Sienna Park Apartment

Siesta Key 8.1 kms from Sarasota Jungle Gardens

# 26 out of 46 Vacation Rentals In Siesta Key

9.8

(23 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$110 onwards

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27. Mini Studio: 10 min/Siesta Key/Private entrance/

Mini Studio: 10 min/Siesta Key/Private entrance/

Bay Island 5.0 kms from Crescent Beach

# 27 out of 46 Vacation Rentals In Siesta Key

8.7

(33 reviews)

Facilities: Parking , Wifi

Apartment with only 1 room option

$80 onwards

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28. Shine and bright apartment with lake view

Shine and bright apartment with lake view

Bay Island 4.0 kms from Turtle Beach

# 28 out of 46 Vacation Rentals In Siesta Key

8.7

(32 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$183 onwards

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29. Crescent Street Villas by Beachside Management

Crescent Street Villas by Beachside Management

Siesta Key 7.4 kms from Historic Spanish Point

# 29 out of 46 Vacation Rentals In Siesta Key

7.5

(26 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: Crescent Street Villas by Beachside Management is praised as a great little hideaway that has everything needed. The villas are loved by guests.

Villa with 2 room options

$165 onwards

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30. Siesta Key Beach - Capri 665 #4

Siesta Key Beach - Capri 665 #4

Siesta Village 500 m from Siesta Beach

# 30 out of 46 Vacation Rentals In Siesta Key

8.4

(32 reviews)

$328 onwards

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31. 1+1 Large condo Sarasota

1+1 Large condo Sarasota

Siesta Key 8.1 kms from Sarasota Jungle Gardens

# 31 out of 46 Vacation Rentals In Siesta Key

9.4

(22 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$100 onwards

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32. Crescent Beach 1011 #1

Crescent Beach 1011 #1

Siesta Key 7.5 kms from Historic Spanish Point

# 32 out of 46 Vacation Rentals In Siesta Key

8.5

(30 reviews)

Facilities: Pool

$144 onwards

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33. Gulf Holiday by Beachside Management

Gulf Holiday by Beachside Management

Siesta Key 4.4 kms from Lido Key Beach

# 33 out of 46 Vacation Rentals In Siesta Key

8.1

(35 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$170 onwards

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34. Close to beaches with hot tub and large garden

Close to beaches with hot tub and large garden

Siesta Key 7.8 kms from Sarasota Jungle Gardens

# 34 out of 46 Vacation Rentals In Siesta Key

9.6

(20 reviews)

Facilities: Parking , Wifi , Bar , Food

Apartment with only 1 room option

$177 onwards

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35. Siesta Key Escape Ground Floor Steps to Heated Pool and Free Trolley

Siesta Key Escape Ground Floor Steps to Heated Pool and Free Trolley

Siesta Village 300 m from Crescent Beach

# 35 out of 46 Vacation Rentals In Siesta Key

8.7

(27 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

Enter dates
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36. BEACH RESIDENCES on Siesta aka The Hyatt

BEACH RESIDENCES on Siesta aka The Hyatt

Siesta Key 7.8 kms from Historic Spanish Point

# 36 out of 46 Vacation Rentals In Siesta Key

8.9

(22 reviews)

Facilities: Parking , Wifi , Bar , Pool

Apartment with only 1 room option

$1,045 onwards

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37. Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Village 400 m from Crescent Beach

# 37 out of 46 Vacation Rentals In Siesta Key

8.9

(22 reviews)

Facilities: Parking , Pool

Apartment with only 1 room option

$407 onwards

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38. 4 miles to Siesta Key Beach #1 in America

4 miles to Siesta Key Beach #1 in America

Siesta Village 3.4 kms from Turtle Beach

# 38 out of 46 Vacation Rentals In Siesta Key

8.5

(25 reviews)

Facilities: Parking , Wifi

Apartment with only 1 room option

$135 onwards

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39. Spacious Condo close to Siesta

Spacious Condo close to Siesta

Siesta Key 7.8 kms from Sarasota Jungle Gardens

# 39 out of 46 Vacation Rentals In Siesta Key

7.8

(31 reviews)

Facilities: Parking , Wifi , Bar , Pool

Apartment with only 1 room option

Enter dates
to see price

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40. Beach Cottage with heated pool just off Siesta Key

Beach Cottage with heated pool just off Siesta Key

Siesta Key 6.8 kms from Lido Key Beach

# 40 out of 46 Vacation Rentals In Siesta Key

8.5

(23 reviews)

Facilities: Parking , Wifi , Pool

Apartment with 2 room options

$154 onwards

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41. Sienna Park Apartments

Sienna Park Apartments

Bay Island 3.9 kms from Turtle Beach

# 41 out of 46 Vacation Rentals In Siesta Key

7.6

(31 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$99 onwards

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42. Siesta Key Beach - Tropea 665 #3

Siesta Key Beach - Tropea 665 #3

Siesta Key 5.6 kms from Lido Key Beach

# 42 out of 46 Vacation Rentals In Siesta Key

8.0

(23 reviews)

$651 onwards

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43. Our House at the Beach 502; by Beachside Management

Our House at the Beach 502; by Beachside Management

Siesta Village 200 m from Siesta Beach

# 43 out of 46 Vacation Rentals In Siesta Key

8.1

(21 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$553 onwards

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44. 3606 Villa Franca - Pet Friendly

3606 Villa Franca - Pet Friendly

Bay Island 5.4 kms from Siesta Beach

# 44 out of 46 Vacation Rentals In Siesta Key

7.8

(22 reviews)

Facilities: Parking , Wifi

Holiday home with only 1 room option

Enter dates
to see price

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45. Siesta Key Beach - Bari 665 #2

Siesta Key Beach - Bari 665 #2

Siesta Key 5.6 kms from Lido Key Beach

# 45 out of 46 Vacation Rentals In Siesta Key

7.7

(22 reviews)

$286 onwards

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46. Midnight Cove #532, Bayside in Siesta Key, FL

Midnight Cove #532, Bayside in Siesta Key, FL

Siesta Key 8.0 kms from Lido Key Beach

# 46 out of 46 Vacation Rentals In Siesta Key

7.4

(22 reviews)

Facilities: Parking , Wifi , Pool , Food

Apartment with only 1 room option

$225 onwards

View Deal >

No more curated options for Vacation Rentals In Siesta Key

However, you can try some of these similar properties.

1. Parrot Beach Cottages

Parrot Beach Cottages

Siesta Key 4.4 kms from Lido Key Beach

6.9

(28 reviews)

Facilities: Parking , Wifi , Pool

Apartment with 3 room options

$130 onwards

View Deal >

2. Siesta Cool: Only Minutes Walk to Siesta Beach!

Siesta Cool: Only Minutes Walk to Siesta Beach!

Siesta Key 4.7 kms from Lido Key Beach

8.9

(19 reviews)

Facilities: Parking , Wifi , Food

Apartment with only 1 room option

$226 onwards

View Deal >

3. Stay Siesta Dunes, #300; by Beachside Management

Stay Siesta Dunes, #300; by Beachside Management

Siesta Key 7.5 kms from Lido Key Beach

8.9

(19 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$208 onwards

View Deal >

4. Jamaica Royale 101, 2 Bedrooms, 3 Heated Pools, WiFi, Sleeps 6

Jamaica Royale 101, 2 Bedrooms, 3 Heated Pools, WiFi, Sleeps 6

Siesta Key 6.6 kms from Lido Key Beach

8.4

(17 reviews)

Facilities: Wifi , Pool

Apartment with only 1 room option

$289 onwards

View Deal >

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