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50 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 50 Vacation Rentals In Siesta Key

8.4

(522 reviews)

Facilities: Parking , Bar , Wifi , Pool

Reviewers Mention: The Siesta Key Beachside Villas received rave reviews for its amazing loca (Read More)tion, excellent amenities including a heated pool, free bikes, and beach accessories, and kind and informative 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

$187 onwards

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2. Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

Siesta Village 1.5 kms from Siesta Beach

# 2 out of 50 Vacation Rentals In Siesta Key

8.3

(1076 reviews)

Facilities: Parking , Bar , Wifi , Pool , Food

Reviewers Mention: Guests loved their stay at Siesta Key Beach Resort and Suites, praising th (Read More)e clean rooms, comfortable beds, and friendly staff. The location was perfect, with easy access to the 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

$179 onwards

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3. Tiny House Siesta

Tiny House Siesta

Siesta Key 8.3 kms from Historic Spanish Point

# 3 out of 50 Vacation Rentals In Siesta Key

8.1

(619 reviews)

Facilities: Parking , Wifi

Holiday home with 15 room options

$111 onwards

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4. Siesta Key Bay View

Siesta Key Bay View

Siesta Key 7.0 kms from Lido Key Beach

# 4 out of 50 Vacation Rentals In Siesta Key

7.8

(60 reviews)

Facilities: Parking , Wifi , Pool , Food

Reviewers Mention: The Siesta Key Bay View is praised for its great location, beautiful views (Read More), and well-kept property. The condo complex offers under-building parking, a tennis court, private pool, 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

$250 onwards

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5. LUX VILLAs on beautiful Palmer Ranch

LUX VILLAs on beautiful Palmer Ranch

Siesta Village 3.9 kms from Turtle Beach

# 5 out of 50 Vacation Rentals In Siesta Key

8.9

(50 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: These reviews praise the LUX Villas on Palmer Ranch for its perfect locati (Read More)on near the beach and shops. The renovated rooms exceed expectations with their attention to detail. 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.

$204 onwards

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6. BeachPoint Cottages

BeachPoint Cottages

Siesta Village 1.7 kms from Siesta Beach

# 6 out of 50 Vacation Rentals In Siesta Key

9.1

(225 reviews)

Facilities: Parking , Wifi , Bar

Reviewers Mention: BeachPoint Cottages is a fun and eclectic place with a laid-back atmospher (Read More)e. Guests enjoyed the quirky hidden gems and the binder provided in the room with helpful information. 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.

4 star apartment with 8 room options

$369 onwards

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7. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

Siesta Village 2.1 kms from Point of Rocks

# 7 out of 50 Vacation Rentals In Siesta Key

8.4

(275 reviews)

Facilities: Parking , Pool

4 star holiday home with 7 room options

$125 onwards

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8. Bianco Sands

Bianco Sands

Siesta Village 300 m from Turtle Beach

# 8 out of 50 Vacation Rentals In Siesta Key

8.3

(144 reviews)

Facilities: Parking , Wifi

4 star apartment with 9 room options

$502 onwards

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9. Sea Club II

Sea Club II

Siesta Village 500 m from Crescent Beach

# 9 out of 50 Vacation Rentals In Siesta Key

8.2

(42 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: Sea Club II by Beachside Management receives positive reviews for its wond (Read More)erful location, cleanliness, and variety of activities including stargazing, fishing, and swimming in 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

$175 onwards

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10. Sun and Sea

Sun and Sea

Siesta Village 100 m from Turtle Beach

# 10 out of 50 Vacation Rentals In Siesta Key

8.7

(37 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: Review 1: The guest had a wonderful time at the Crescent Street Villa, fin (Read More)ding it beautiful and reasonably priced. The staff was friendly and not overbearing. The pool was a 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.

4 star villa with 2 room options

$197 onwards

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11. Beautiful property on Siesta Key

Beautiful property on Siesta Key

Siesta Key 7.0 kms from Lido Key Beach

# 11 out of 50 Vacation Rentals In Siesta Key

8.6

(40 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: Review 1: Unit 302 at Siesta Key was perfect - super clean, updated, and h (Read More)ad all the amenities needed. The beach cart with toys and umbrella was a great bonus. Close to the beach 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.

$212 onwards

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12. 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

# 12 out of 50 Vacation Rentals In Siesta Key

9.3

(69 reviews)

Facilities: Parking , Wifi

Apartment with only 1 room option

$123 onwards

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13. The Inn at Turtle Beach (Adults Only)

The Inn at Turtle Beach (Adults Only)

Siesta Village 3.6 kms from Point of Rocks

# 13 out of 50 Vacation Rentals In Siesta Key

8.2

(108 reviews)

Facilities: Parking , Wifi , Pool

4 star apartment with 10 room options

$220 onwards

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14. 1/1 bed&bath condos 5 min drive to Siesta

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

Siesta Key 8.0 kms from Sarasota Jungle Gardens

# 14 out of 50 Vacation Rentals In Siesta Key

8.8

(70 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$159 onwards

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15. Hidden quiet gem close to everything!!!

Hidden quiet gem close to everything!!!

Siesta Key 6.2 kms from Marie Selby Botanical Gardens

# 15 out of 50 Vacation Rentals In Siesta Key

9.2

(50 reviews)

Facilities: Parking , Wifi , Food

Reviewers Mention: Hidden Gem is a unique and amazing gem store with a knowledgeable owner. T (Read More)he displays are immaculate, and the store has a great selection of goodies. Customers praise the owner'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.

$160 onwards

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16. Siesta Key Island Rentals

Siesta Key Island Rentals

Siesta Village 900 m from Siesta Beach

# 16 out of 50 Vacation Rentals In Siesta Key

9.4

(41 reviews)

Facilities: Parking , Pool

Reviewers Mention: These Siesta Key Island Rentals received positive reviews from guests who (Read More)praised the cleanliness, welcoming atmosphere, and convenient location close to the beach. Guests appreciated 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.

4 star holiday home with 17 room options

$191 onwards

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

~ Cozy In-law Apartment Close to Siesta Key ~

Siesta Key 7.2 kms from Sarasota Jungle Gardens

# 17 out of 50 Vacation Rentals In Siesta Key

9.2

(41 reviews)

Facilities: Parking , Wifi , Bar , Food

Apartment with only 1 room option

$59 onwards

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18. Shiny oasis with lake view

Shiny oasis with lake view

Bay Island 4.0 kms from Turtle Beach

# 18 out of 50 Vacation Rentals In Siesta Key

9.0

(42 reviews)

Facilities: Parking , Wifi , Pool

$143 onwards

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19. 2BR/1BA Vacation Rental - Sienna Park

2BR/1BA Vacation Rental - Sienna Park

Bay Island 3.9 kms from Turtle Beach

# 19 out of 50 Vacation Rentals In Siesta Key

9.4

(33 reviews)

Facilities: Parking , Wifi , Pool

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

$130 onwards

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20. 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

# 20 out of 50 Vacation Rentals In Siesta Key

9.2

(35 reviews)

Facilities: Parking , Wifi , Pool

Holiday home with only 1 room option

$271 onwards

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21. Siesta Key Condo - on the water !

Siesta Key Condo - on the water !

Siesta Key 6.8 kms from Lido Key Beach

# 21 out of 50 Vacation Rentals In Siesta Key

8.7

(38 reviews)

Facilities: Parking , Wifi , Pool

$200 onwards

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22. Our House at the Beach 501

Our House at the Beach 501

Siesta Village 200 m from Siesta Beach

# 22 out of 50 Vacation Rentals In Siesta Key

8.8

(35 reviews)

Facilities: Parking , Wifi , Pool

Reviewers Mention: Guests have praised the awesome location and great views of Our House at t (Read More)he Beach. While some have noted that the condos could use some updates, overall it is a nice place to 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.

$819 onwards

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23. 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

# 23 out of 50 Vacation Rentals In Siesta Key

9.4

(27 reviews)

Facilities: Parking , Wifi , Bar , Food

Apartment with only 1 room option

$168 onwards

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24. 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

# 24 out of 50 Vacation Rentals In Siesta Key

8.9

(32 reviews)

Facilities: Parking , Wifi , Pool

Apartment with 2 room options

$178 onwards

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25. Crescent Beach Villas

Crescent Beach Villas

Siesta Key 7.4 kms from Historic Spanish Point

# 25 out of 50 Vacation Rentals In Siesta Key

7.9

(24 reviews)

Facilities: Parking , Wifi

Reviewers Mention: Crescent Street Villas by Beachside Management is praised as a great littl (Read More)e hideaway that has everything needed. The villas are loved by guests.

Villa with 2 room options

$165 onwards

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26. Gulf Holiday

Gulf Holiday

Siesta Village 2.0 kms from Siesta Beach

# 26 out of 50 Vacation Rentals In Siesta Key

8.7

(33 reviews)

Facilities: Parking , Wifi , Pool

4 star apartment with 3 room options

$270 onwards

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27. Living the Dream

Living the Dream

Siesta Village 1.7 kms from Siesta Beach

# 27 out of 50 Vacation Rentals In Siesta Key

8.5

(35 reviews)

Facilities: Parking , Wifi

4 star apartment with 3 room options

$343 onwards

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28. Julia Place

Julia Place

Bay Island 7.7 kms from Siesta Beach

# 28 out of 50 Vacation Rentals In Siesta Key

9.8

(21 reviews)

Facilities: Parking , Wifi

Holiday home with only 1 room option

$163 onwards

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29. Crescent Beach 1011 #1

Crescent Beach 1011 #1

Siesta Key 7.5 kms from Historic Spanish Point

# 29 out of 50 Vacation Rentals In Siesta Key

8.5

(32 reviews)

Facilities: Pool

$144 onwards

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30. 4 miles to Siesta Key Beach #1 in America

4 miles to Siesta Key Beach #1 in America

Siesta Key 8.4 kms from Sarasota Jungle Gardens

# 30 out of 50 Vacation Rentals In Siesta Key

8.7

(29 reviews)

Facilities: Parking , Wifi

Apartment with only 1 room option

$135 onwards

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31. Our House at the Beach - 502E

Our House at the Beach - 502E

Siesta Key 5.9 kms from Lido Key Beach

# 31 out of 50 Vacation Rentals In Siesta Key

8.6

(30 reviews)

Facilities: Parking , Wifi , Pool

$553 onwards

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32. Sunshine Home and Romantic Vacation

Sunshine Home and Romantic Vacation

Bay Island 7.2 kms from Crescent Beach

# 32 out of 50 Vacation Rentals In Siesta Key

9.6

(21 reviews)

Facilities: Parking , Wifi

$141 onwards

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33. Beach Residences On Siesta, aka The Hyatt

Beach Residences On Siesta, aka The Hyatt

Siesta Village 200 m from Turtle Beach

# 33 out of 50 Vacation Rentals In Siesta Key

9.0

(25 reviews)

Facilities: Parking , Wifi

$1,045 onwards

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34. SARASOTA VACATION HOME

SARASOTA VACATION HOME

12.5 kms from city centre

# 34 out of 50 Vacation Rentals In Siesta Key

9.5

(21 reviews)

Facilities: Parking , Wifi , Pool

$240 onwards

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35. Lido Sunshine L, Steps to Lido Beach

Lido Sunshine L, Steps to Lido Beach

Lido Key 800 m from Lido Key Beach

# 35 out of 50 Vacation Rentals In Siesta Key

9.1

(24 reviews)

Facilities: Parking , Wifi , Food

Apartment with only 1 room option

$103 onwards

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36. Tropical Fruit Garden

Tropical Fruit Garden

Bay Island 5.3 kms from Crescent Beach

# 36 out of 50 Vacation Rentals In Siesta Key

9.2

(23 reviews)

Facilities: Parking , Wifi , Bar , Pool , Food

Reviewers Mention: This Tropical Fruit Garden is highly recommended for its wonderful owners (Read More)who go above and beyond to assist guests. The spacious rooms have comfortable beds and the location 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.

4 star holiday home with 2 room options

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37. Spacious Condo close to Siesta

Spacious Condo close to Siesta

Siesta Key 7.8 kms from Sarasota Jungle Gardens

# 37 out of 50 Vacation Rentals In Siesta Key

8.0

(35 reviews)

Facilities: Parking , Wifi , Bar , Pool

Apartment with only 1 room option

$119 onwards

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38. Florinda 3bdr/2bth 2car garage with New Pool

Florinda 3bdr/2bth 2car garage with New Pool

Bay Island 3.5 kms from Siesta Beach

# 38 out of 50 Vacation Rentals In Siesta Key

9.0

(23 reviews)

Facilities: Parking , Wifi , Pool

$189 onwards

View Deal >

39. 2BR/1BA Sienna Park Apartment

2BR/1BA Sienna Park Apartment

Siesta Key 8.1 kms from Sarasota Jungle Gardens

# 39 out of 50 Vacation Rentals In Siesta Key

9.4

(20 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$110 onwards

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40. 2 bed 2 bath centrally located on Siesta Key

2 bed 2 bath centrally located on Siesta Key

Siesta Key 7.6 kms from Historic Spanish Point

# 40 out of 50 Vacation Rentals In Siesta Key

9.1

(22 reviews)

Facilities: Parking , Wifi , Pool

$171 onwards

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41. Serenata Condominiums,Sarasota

Serenata Condominiums,Sarasota

Downtown Sarasota 4.5 kms from The John and Mable Ringling Museum of Art

# 41 out of 50 Vacation Rentals In Siesta Key

9.3

(20 reviews)

Facilities: Parking , Wifi , Pool

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to see price

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42. 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 Key 7.3 kms from Lido Key Beach

# 42 out of 50 Vacation Rentals In Siesta Key

8.6

(25 reviews)

Facilities: Parking , Wifi , Pool

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43. Arlington Bungalows-Sarasota 10 min to Siesta Key

Arlington Bungalows-Sarasota 10 min to Siesta Key

Bay Island 6.9 kms from Siesta Beach

# 43 out of 50 Vacation Rentals In Siesta Key

8.6

(25 reviews)

Facilities: Parking , Wifi

Apartment with 2 room options

$120 onwards

View Deal >

44. Luxury Zen Den with heated pool just off Siesta Key

Luxury Zen Den with heated pool just off Siesta Key

Siesta Village 1.1 kms from Crescent Beach

# 44 out of 50 Vacation Rentals In Siesta Key

8.6

(24 reviews)

Facilities: Parking , Wifi , Pool

$157 onwards

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45. Siesta Key Beach - Tropea 665 #3

Siesta Key Beach - Tropea 665 #3

Siesta Village 500 m from Siesta Beach

# 45 out of 50 Vacation Rentals In Siesta Key

8.5

(24 reviews)

$154 onwards

View Deal >

46. Siesta Key Beach - Capri 665 #4

Siesta Key Beach - Capri 665 #4

Siesta Key 5.6 kms from Lido Key Beach

# 46 out of 50 Vacation Rentals In Siesta Key

8.1

(28 reviews)

$280 onwards

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47. Luxury Waterfront Views - Heated Pool - 1400sf Duplex - Minutes to the Beach

Luxury Waterfront Views - Heated Pool - 1400sf Duplex - Minutes to the Beach

Siesta Key 7.4 kms from Lido Key Beach

# 47 out of 50 Vacation Rentals In Siesta Key

8.9

(20 reviews)

Facilities: Parking , Pool

$407 onwards

View Deal >

48. 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

# 48 out of 50 Vacation Rentals In Siesta Key

8.2

(24 reviews)

Facilities: Wifi , Pool

$289 onwards

View Deal >

49. Sienna Park Apartments

Sienna Park Apartments

Bay Island 3.9 kms from Turtle Beach

# 49 out of 50 Vacation Rentals In Siesta Key

7.8

(26 reviews)

Facilities: Parking , Wifi , Pool

Apartment with only 1 room option

$99 onwards

View Deal >

50. 3606 Villa Franca - Pet Friendly

3606 Villa Franca - Pet Friendly

Bay Island 5.4 kms from Siesta Beach

# 50 out of 50 Vacation Rentals In Siesta Key

7.8

(25 reviews)

Facilities: Parking , Wifi

Holiday home with only 1 room option

Enter dates
to see price

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