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Vacation Rentals in Siesta Key
Find the perfect Cheap Vacation Rentals, Vacation Rental Deals and Luxury Villas in Florida, Colorado, California, Hawaii, South Carolina, Outerbanks and more! Get Last Minute Deals on Beach Houses, Ski cabins, Family Vacation Rentals and Pet Friendly Vacation Rentals now at How2Vacation.com!
Featured Vacation Rental Companies
Island Getaway...in a Relaxed Atmosphere
Siesta Key Banyan Tree Beach Resort and Vacation Rentals offers cozy Siesta Key Florida accommodations just a short walk away from award-winning Siesta Key Beach. Clustered together in a pleasant neighborhood within a wonderfully relaxing beach community, our privately owned and well-managed rental units are fully equipped with all you need to enjoy a memorable vacation.
Siesta 4 Rent Vacation Rentals
Siesta 4 Rent offers: Studios to 5 Bedroom homes here on Beautiful Siesta Key Beach. According to Doctor Beach, Siesta Key was voted the #1 Best Beach in Florida. We have served Siesta Key since 1997, and being a family run business offer excellent service to our guests. Look at our website for all the property pictures, rates and availability. You may also book online at www.siesta4rent.comPhone Number: 941-349-5500
Vacation Rentals in Siesta Key
Bay Tree - Siesta Key
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Well appointed 4th floor unit with direct gulf view of Turtle Beach! Lovely established community and on the quiet end…
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Stoneybrook - Stoneybrook Clubside 3201 3201
- 2 Bedrooms, 2 Bathrooms, Sleeps 4
- Beautiful 2/2 with gorgeous view of #3 tees and most of fairway #3. Lake views also. Golf membership includes fitness,…
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- Contact Owner
Bay Tree - Siesta Key 201A
- 2 Bedrooms, 2 Bathrooms, Sleeps 4
- Immaculate 2nd floor condo with view of pool, and gulf behind. Unit comes with private cabana for storing beach accessories.…
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Crescent Arms - Siesta Key Villa 14
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Spacious villa close to pool and beach. This unit comes with garage, and can readily accomodate space for a large…
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Siesta Shores - Siesta Key 4
- 1 Bedroom, 1 Bathroom, Sleeps 2
- Darling one bedroom cottage and directly across the street from easy beach access. Just a few blocks from Siesta Key…
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Point of Rocks Rd. Cottage - Siesta Key
- 1 Bedroom, 1 Bathroom, Sleeps 4
- Lovely cottage just steps to Siesta Key beach. Large one bedroom with true galley kitchen and separate living room. TV…
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Siesta Breakers - Siesta Key 305
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Spacious unit directly on the beach. Breath taking views at sunset will keep you returning year after year. Rates subject…
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- $1375
weekly
Siesta Breakers - Siesta Key 205
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- The perfect gulffront get away. This spacious 2.5 bedroom unit offers great views of Crescent beach. Turnkey furnished in an…
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- $1375
monthly
The Palms of Sarasota - Sarasota 3F
- 2 Bedrooms, 2 Bathrooms, Sleeps 4
- Newly updated large 2/2 with Tile floors, Granite countertops and stainless appliances. Great amenities: Large clubhouse and pool, tennis, volleyball,…
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The Palms of Sarasota - Sarasota 2E
- 1 Bedroom, 1 Bathroom, Sleeps 2
- Great amenities: Large clubhouse and pool, tennis, volleyball, pool tables, theatre, fitness center, business center. Basic cable and wi-fi is…
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Vista Hermosa - Siesta Key
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Newly updated unit on first floor in quiet complex. Rates subject to change in high season months Heated pool very…
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Twin Banyan - Siesta Key
- 2 Bedrooms, 1 Bathroom, Sleeps 6
- This unit is just blocks away from Siesta Beach and active Siesta Village. The huge pool is newly remodeled at…
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- $650
weekly
Harbor Towne - Siesta Key
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Remodeled condo with lovely view of the bay. Upgrade throughout this corner unit. Boat docking available at back door. Rates…
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- $3800
monthly
Bay Tree - Siesta Key 208
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Absolutely gorgeous second floor 2 bedroom/2 bath unit. Easy elevator access. Large manicured grounds with mature oak trees and boat…
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- $3800
monthly
"Dream View" 564 Beach Rd. in Siesta Key, Florida
- 1 Bedroom, 1.5 Bathrooms, Sleeps 4
- Deluxe 1 bedroom/ 1 1/2 Bath, king bed, queen sleeper sofa. Directly On The Beach! 3rd floor. WIFI, No Pool.
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- $955
weekly
"Beach View" 564 Beach Rd. in Siesta Key, Florida
- 2 Bedrooms, 1 Bathroom, Sleeps 6
- 2 Bedrooms/1 Bath, 2nd floor, king bed, 2 twin beds, queen sleeper sofa. Directly On The Beach! Full Beach View.…
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- $955
weekly
"Solitude" 564 Beach Rd. in Siesta Key, Florida
- 3 Bedrooms, 2 Bathrooms, Sleeps 8
- Exciting views of the Gulf of Mexico and the stunning, award-winning Siesta key beach are ever-present from every one of…
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- $955
weekly
"Islamorada" 603 Beach Rd. in Siesta Key, Florida
- 3 Bedrooms, 2 Bathrooms, Sleeps 8
- This unit offers the luxury of a well-furnished home. Hardwood floors in the main living areas and carpeted bedrooms, along…
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- $955
weekly
"Marathon" 603 Beach Rd. in Siesta Key, Florida
- 3 Bedrooms, 2 Bathrooms, Sleeps 8
- This unit offers the luxury of a well-furnished home. Hardwood floors in the main living areas and carpeted bedrooms, along…
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- $955
weekly
"Tropical Treehouse" 6151 Midnight Pass Rd. in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 4
- charming and beautifully furnished apartments are surrounded by patios, decks and yard areas offering a variety of outdoor atmospheres, including…
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- $519
weekly
"Coastal Courtyard" 6151 Midnight Pass Rd. in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 4
- charming and beautifully furnished apartments are surrounded by patios, decks and yard areas offering a variety of outdoor atmospheres, including…
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- $493
weekly
"Gulf" 368 Canal Rd. in Siesta Key, Florida
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- 2 Bd/2 Bath, 2 Queen Beds Queen sleeper sofa Pet Friendly. WIFI, No pool. "Old Florida beach house"
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- $770
weekly
"Bimini" 5255 Calle Menorca in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 2
- Studio/Efficiency, Queen Bed, open patio. Pet Friendly, WIFI, No Pool
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- $404
weekly
"Aruba" 5255 Calle Menorca in Siesta Key, Florida
- 2 Bedrooms, 1.5 Bathrooms, Sleeps 6
- 2 Bd/ 1 1/2 Bath King Bed, 2 Twin Beds, Queen sleep sofa, 4-6 persons, Living Room, dining room and…
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- $935
weekly
"The Magnolia House" 319 Canal Rd. in Siesta Key, Florida
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- 2 Bedroom, 2 Bath, with king beds and sleeper sofas, fully equipped kitchen and laundry room. Walking distance to Siesta…
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- $897
weekly
"Hummingbird Unit D" 5253 Calle Menorca in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 4
- (upstairs)- King Bed, Queen sleep sofa
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- $544
weekly
"Hummingbird Unit C" 5253 Calle Menorca in Siesta Key, Florida
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- 2 Bedroom, 2 Bath, upstairs, screened porch, 2 king bed, queen sleeper sofa
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- $787
weekly
"Hummingbird Unit B" 5251 Calle Menorca in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 4
- (ground level)- King Bed, Queen sleep sofa
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- $544
weekly
"Key West" 378 Canal Rd. in Siesta Key, Florida
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- 2 Bd/2 bath, Large Deluxe unit, King bed, Queen bed and Queen sleeper sofa, 3 TVs, large deck with awning,…
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- $875
weekly
"Everglades" 378 Canal Rd. in Siesta Key, Florida
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- 2 Bd/2 Bath, King Bed, Two double beds, Queen sleep sofa, Open Deck, ground floor. Pool Access, WIFI
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- $787
weekly
"Dolphin" 378 Canal Rd. in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 4
- 1 Bedroom, King Bed & Queen Sleeper, Ground level, Screen Porch. Pool Access, WIFI
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- $544
weekly
"Fiji" 378 Canal Rd. in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 4
- 1 Bedroom Queen Bed, queen sleeper, screened porch. Pool Access, WIFI
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- $519
weekly
"The Blue Heron " 6266 Midnight Pass Rd. in Siesta…
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- 2 bedroom/2 bath Beach front condo sleeps 4-6. 1 king & two twins & queen sleeper. WI-FI access, washer &…
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- $970
weekly
Siesta Dunes - Siesta Key 105
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Comfortable ground floor condo, has new kitchen, glassed in porch and patio
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- $950
weekly
Sea Plume Way - Siesta key
- 4 Bedrooms, 3 Bathrooms, Sleeps 8
- Gorgeous home on the intercoastal. 4th sleeping area separate from house, and includes living area. Perfect home for vacationer with…
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- $7500
monthly
Bay Tree - Siesta key 202C
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Gorgeous view of the Sarasota Bay. Private gulf access across the street and private cabana to store your beach chairs.…
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- $800
weekly
Siesta Breakers - Siesta Key 604
- 2 Bedrooms, 2 Bathrooms, Sleeps 4
- Spend your vacation directly on the beach. Great sunsets. Shopping and restaurants nearby.
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Bay Tree - Siesta key 105B
- 1 Bedroom, 1 Bathroom, Sleeps 4
- This one bedroom has great view of bay and is lovely. Equipped with all you need for a great vacation.…
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- $2600
monthly
Island Reef - Siesta Key 506C
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Nicely decorated unit with gulf view. Guest BR has 2 Queen beds.
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- $5000
monthly
Siesta Dunes - Siesta Key 106
- 2 Bedrooms, 2 Bathrooms, Sleeps 4
- This condo community is situated on 13 acres of gulf front property. This beautiful condo has hardwood floors, lovely furnishings…
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The Inlets - Siesta Key #36
- 2 Bedrooms, 2 Bathrooms, Sleeps 4
- This condo overlooks beautiful Turtle Lagoon on south Siesta Key. Price subject to change, drastic discounted rates for off season.
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- $3200
monthly
The Inlets - Siesta Key/The Inlets #33
- 2 Bedrooms, 2 Bathrooms, Sleeps 4
- This condo has beautiful view of Turtle lagoon on south end of Siesta Key.
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Siesta Breakers - Siesta Key 208
- 2 Bedrooms, 2 Bathrooms, Sleeps 7
- Great views from the living room and balcony of the pool and beach.
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- Contact Owner
Siesta Breakers - Siesta Key Penthouse 517
- 3 Bedrooms, 3 Bathrooms, Sleeps 7
- Gorgeous views from this direct gulf front 2 story condo. Lots and lots of living space!
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Harbor Towers - Sarasota
- 1 Bedroom, 1 Bathroom, Sleeps 4
- Tasteful and comfortable, this one bedroom condo has everything you want on vacation. Short walk to the beach, beautiful tennis…
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- Contact Owner
Midnight Cove - Sarasota
- 2 Bedrooms, 2 Bathrooms, Sleeps 6
- Watch the boats go by in this spacious condo located right on the bay. Beach access is directly across street.…
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- Contact Owner
"Island" 368 Canal Rd. in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 2
- 1 Bedroom, King Bed, Queen sleep sofa, ("The Island" is our Honeymoon suite, has a fireplace and open deck) Deluxe…
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- $583
weekly
"The Magnolia House" 317 Canal Rd. in Siesta Key, Florida
- 2 Bedrooms, 2 Bathrooms, Sleeps 0
- 2 Bedroom, 2 Bath, with king beds and sleeper sofas, fully equipped kitchen and laundry room. Walking distance to Siesta…
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- $897
weekly
Townhouse on 321 Canal Rd. in Siesta Key, Florida
- 2 Bedrooms, 2 Bathrooms, Sleeps 4
- Downstairs 2 Bedroom / 2 Bath, Washer & dryer. 2 TV's covered parking 1 King Bed / 2 Twin's Sleeps…
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- $850
weekly
"Key Largo" 603 Beach Rd. in Siesta Key, Florida
- 1 Bedroom, 1 Bathroom, Sleeps 2
- This unit offesr the luxury of a well-furnished home. Hardwood floors in the main living areas and carpeted bedrooms, along…
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- $544
weekly
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