2 Bedroom Rentals
316 properties available
Jamaica Royale Unit 107 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 107, a beautifully remodeled two-bedroom, two-bathroom ground floor condo located in the lush, re-landscaped garden area of this beloved Siesta Key community. With a redesigned open concept kitchen, modern updates throughout, and an easy walk to award winning Sie
Jamaica Royale 107
Condo
2
bedrooms
2
baths
5
guests
5
(2)
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. This condo has a king in the master and 2 full size beds in the guest bedroom. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki
Gulf and Bay Club- E705
Condo
2
bedrooms
2
baths
6
guests
5
(1)
Harbor Towers Unit 525 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 525, a spacious two-bedroom, two-bathroom condo in one of Siesta Key’s most desirable gated waterfront communities. Ideal for extended stays with a 13-night minimum requirement, this inviting retreat offers tropical garden views, comfortable living spaces, and acce
Harbor Towers 525
Condo
2
bedrooms
2
baths
6
guests
4.6
(5)
Midnight Cove II – Unit 138 - Beautifully Appointed Vacation Rental!1900 Cove II Place #138, Siesta Key FL 34242 -Experience the best of coastal living at Midnight Cove II 138F, a spectacular bayside condominium complex offering private beach access to Crescent Beach on Siesta Key Beach and its world-renowned pure white sands and breathtaking suns
Midnight Cove II 138F
Condo
2
bedrooms
2
baths
4
guests
5
(2)
Midnight Cove II – Unit 833- Bayside Marina View1200 Cove II Place 833 Siesta Key FL 34242Welcome to Midnight Cove II 833! Our charming beach community in Crescent Beach on Siesta Key is filled with delightful shopping, dining, art, and cultural experiences. With the convenient and complimentary Siesta Key Breeze Trolley, you can explore the villag
Midnight Cove II 833F
Condo
2
bedrooms
1
baths
1
Half baths
4
guests
5
(1)
Private Beach House by Siesta Key Luxury Rental Properties Welcome to Private Beach House, a two-bedroom, two and a half bath coastal townhome designed for effortless island living. Located along Midnight Pass Road, this beautifully appointed retreat offers private beach access just a short walk from Siesta Key Beach and is moments from the dining
Private Beach House
Townhouse
2
bedrooms
2
baths
1
Half baths
8
guests
4.9
(58)
Beautiful, spacious condo right on the Gulf of Mexico located at the Gulf and Bay Club. Largest unit type available at the Gulf and Bay Club. Just underwent a few renovations, including 2 new bathrooms and a new kitchen with all new appliances. Centrally located in the C building, on the ground floor, in between the C pool (one of 3 heated pools on
Gulf and Bay Club- C108
Condo
2
bedrooms
2
baths
6
guests
Midnight Cove II – Unit 514 - Love being close to the pool!1500 Cove II Place 514 Siesta Key FL 34242Welcome to Midnight Cove II 514D! Nestled in Crescent Beach on Siesta Key, our community is bursting with shopping, dining, art, and culture. Enjoy the convenience of the free Siesta Key Breeze Trolley, easing your travels without the hassle of park
Midnight Cove II 514F
Condo
2
bedrooms
1
baths
1
Half baths
6
guests
5
(2)
Midnight Cove II – Unit 612 - Close to the pool!1400 Cove II Place 612 Siesta Key FL 34242Welcome to Midnight Cove II 612! We’re thrilled to have you here and can’t wait for you to experience Crescent Beach on Siesta Key, one of America’s top beach destinations! Our vibrant community is filled with shopping, dining, art, and culture, ensuring there
Midnight Cove II 612F
Condo
2
bedrooms
1
baths
1
Half baths
6
guests
5
(4)
Direct Beachfront Condo overlooking tropical courtyard and 90 ft Main lap/swimming pool. Your view of the evening "sunset" will be spectacular from the 2 comfortable reclining chairs facing out to the Gulf. The Master Bedroom has a King Bed while the Guest Bedroom has a Queen Bed. Completely remodeled kitchen and bathrooms with elevated ceilings th
Gulf and Bay Club- A503
Condo
2
bedrooms
2
baths
4
guests
Midnight Cove II – Unit 715 - That Lagoon View is Amazing!1300 Cove II Place 715 Siesta Key FL 34242Welcome to Midnight Cove II 715F! Siesta Key and our vibrant community are overflowing with shopping, dining, art, and culture, making it the perfect vacation destination. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, ensuring you won’
Midnight Cove II 715F
Condo
2
bedrooms
1
baths
1
Half baths
4
guests
5
(4)
Midnight Cove II – Unit 633- This is it!1400 Cove II Place 633 Siesta Key FL 34242Welcome to Midnight Cove II 633F! Location, location, location! Just steps away from the #1 beach in the USA, this beautifully updated third-floor condo offers stunning views of the pool and boat basin. Enjoy your morning coffee or evening cocktails from the balcony w
Midnight Cove II 633F
Condo
2
bedrooms
1
baths
1
Half baths
4
guests
5
(1)
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