Osprey, FL Vacation Homes from AED 642

Osprey Vacation Homes
Florida
United States of America
Expedia.ae

A marina with docked boats, a wooden bridge, and a building with a red roof.

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Our top choices for Osprey vacation homes

A spacious living room with a leather sofa, a glass coffee table, and a wooden dining table. Large windows provide ample natural light and a view of the outdoors.

A modern kitchen with white cabinets, a black countertop, and a red coffee maker.

A wooden deck overlooking a calm river, surrounded by lush greenery and trees.

A modern kitchen with stainless steel appliances, a central island with bar stools, and a window with blinds.

1. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas

3.5 star property

Siesta Key

8.4 out of 10, Very good, (45 reviews)

8.4/10

Very good

(45 reviews)

"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"

Christopher Robert

The price is AED 344

AED 344

AED 1,128 total

includes taxes & fees

4 Oct - 5 Oct

Siesta Heron Suites & Villas

A dining table set with plates, glasses, and a decorative glass holder.

A kitchen with wooden cabinets, a coffee bar sign, a coffee maker, a basket, and a salt and pepper set.

An outdoor patio with wicker furniture, a striped umbrella, and a view of a backyard with a fence and trees.

A living room with two sofas, a coffee table, and a ceiling fan. There are two side tables with decorative items.

2. Beachside Bliss: Family House-Siesta Key-3BR/2BA

Beachside Bliss: Family House-Siesta Key-3BR/2BA

Sarasota

10.0 out of 10, Exceptional, (28 reviews)

10/10

Exceptional

(28 reviews)

"Great property! Very clean and spacious. Perfect for what we needed and close to Siesta Key and Gulf Gate restaurants and bars,"

Lori B.

Beachside Bliss: Family House-Siesta Key-3BR/2BA

A modern kitchen with a stainless steel sink, a dining area with a table and chairs, and a living room with a sofa and a TV.

A modern living room with a sofa, coffee table, and dining area with chairs and a table.

A dining room with a long table set for six, large windows, and a view of a pool and outdoor area.

A swimming pool with lounge chairs and palm trees.

3. Oceanfront home

Oceanfront home

Vamo

9.8 out of 10, Exceptional, (93 reviews)

9.8/10

Exceptional

(93 reviews)

"It looks just like the pictures and the sunset daily is absolutely gorgeous. The neighborhood is nice and the people are kind. We loved being short car rides away from stores, beaches and the legacy trail. The owners had great communication. Would definitely stay again."

Ashley H.

The price is AED 933

AED 933

AED 2,237 total

includes taxes & fees

3 Oct - 4 Oct

Oceanfront home

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

A modern living room with a beige sofa, a coffee table, and a chandelier. There is a kitchen area in the background with a dining table and chairs.

An aerial view of a beach with white sand, clear turquoise water, and a grassy area with paths.

A modern kitchen with a built-in island, stainless steel appliances, and a dining area with a view of the outdoors.

4. Siesta Key Island Rentals

Siesta Key Island Rentals

3.0 star property

Siesta Key

9.4 out of 10, Exceptional, (81 reviews)

9.4/10

Exceptional

(81 reviews)

"The property was clean and had great decor! They provide everything you need for the beach and the pool is a great added bonus. Perfect location with being so close the restaurants and the beach. We are already planning our next stay!"

Meghan

Siesta Key Island Rentals

A swimming pool with a hot tub area, surrounded by a glass enclosure, and palm trees in the background.

A covered patio area with a blue sofa and a table, a wooden sculpture, and a dolphin wall art piece.

A bedroom with a bed, nightstand, lamp, and a ceiling fan.

A living room with a sofa, a TV, a small table, and a chair. There is a door leading to another room.

5. The Dolphin

The Dolphin

Nokomis

9.8 out of 10, Exceptional, (21 reviews)

9.8/10

Exceptional

(21 reviews)

"The cottage was comfortable and the pool was relaxing. "

daniel

The price is AED 643

AED 643

AED 1,225 total

includes taxes & fees

3 Oct - 4 Oct

The Dolphin

A narrow hallway leading to a bathroom with a vanity, shelves with storage bins, and a chandelier.

A bedroom with a bed, a television, a desk, and a sliding glass door leading to a patio.

A white exterior wall with a metal pipe, a white door, and a potted plant with purple leaves.

A bathroom with a bathtub, toilet, vanity with a sink, mirror, and a toilet paper holder.

6. Cozy 1-bedroom private room in Sarasota.

Cozy 1-bedroom private room in Sarasota.

Sarasota Springs

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

The price is AED 187

AED 187

AED 451 total

includes taxes & fees

2 Nov - 3 Nov

Cozy 1-bedroom private room in Sarasota.

A sign for Siesta Beach, a Sarasota County Park, located at 948 Beach Road.

A wooden deck with a railing overlooking a lake, surrounded by lush greenery.

7. Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Siesta Key

9.2 out of 10, Wonderful, (38 reviews)

9.2/10

Wonderful

(38 reviews)

"Very nice, clean and quiet place."

Monika Z.

The price is AED 801

AED 801

AED 1,610 total

includes taxes & fees

6 Oct - 7 Oct

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

A covered patio with a round table and chairs, large windows, and a view of a backyard with a wooden fence and palm trees.

A single-story house with a garage, a small front yard, and a tree.

A dining area with a round table set for four, surrounded by chairs. There is a kitchen area with white cabinets and a microwave.

A kitchen with white cabinets, a granite countertop, a microwave, an oven, and a refrigerator.

8. 2 miles to #1 Beach Siesta Key

2 miles to #1 Beach Siesta Key

Sarasota

9.8 out of 10, Exceptional, (85 reviews)

9.8/10

Exceptional

(85 reviews)

"Clean and convenient"

Scott H.

The price is AED 477

AED 477

AED 1,291 total

includes taxes & fees

18 Oct - 19 Oct

2 miles to #1 Beach Siesta Key

A modern kitchen with stainless steel appliances, a dining area with a round table and chairs, and a large window overlooking a backyard.

A hotel room with a bed, a ceiling fan, a TV displaying a beach scene, and a sliding glass door leading to an outdoor area.

A modern kitchen with stainless steel appliances, a dining area with a round table and black chairs, and a living room with a sofa and a TV.

A modern kitchen with stainless steel appliances, a dining area with a wooden table and blue chairs, and a view of a patio with a ceiling fan.

9. KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE

KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE

Gulf Gate Estates

10.0 out of 10, Exceptional, (45 reviews)

10/10

Exceptional

(45 reviews)

"Great location and the house had everything needed for a great stay. Thanks Tim!"

George B.

KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE

A cozy outdoor seating area with a fire pit, wicker furniture, and a view into the house.

A modern living room with a large flat-screen TV mounted on the wall, a wooden coffee table, two sofas, and decorative plants.

A residential property at night with a swimming pool, a covered patio, and a car parked in the driveway.

A dining area with a wooden table set for four, surrounded by cushioned chairs.

10. 3bd 3b Siesta Key with New Heated Pool and a Game Room 2.5 Miles to the Beach!

3bd 3b Siesta Key with New Heated Pool and a Game Room 2.5 Miles to the Beach!

Gulf Gate Estates

10.0 out of 10, Exceptional, (26 reviews)

10/10

Exceptional

(26 reviews)

"Family had a great vacation at this property in Gulf Gate. Very nice pool and deck area and comfortable and clean home, great location for Siesta and Turtle beaches. Host was responsive and a pleasure to deal with, check in/out very simple. We were happy with our stay. "

Martin F.

The price is AED 815

AED 815

AED 2,403 total

includes taxes & fees

5 Oct - 6 Oct

3bd 3b Siesta Key with New Heated Pool and a Game Room 2.5 Miles to the Beach!

A beach with waves and a bird flying near the shore.

A wooden deck with a welcome sign, outdoor seating, and a covered area with chairs and tables.

A compact, modern interior with a loft bedroom, a seating area with a laptop, and a kitchenette.

A compact kitchen with wooden cabinets, a built-in seating area, a television, and a small table with a tablet.

11. The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta

Sarasota

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Traveled with my kids and this place was so great! Super cute and comfortable. We loved the Mermaid Tiny House."

Kadina A.

The price is AED 320

AED 320

AED 642 total

includes taxes & fees

12 Oct - 13 Oct

The Mermaid at Tiny House Siesta

A beach with clear turquoise water, a sandy shore, and a few beach umbrellas.

A kitchen with wooden cabinets, stainless steel appliances, a built-in oven, and a coffee maker.

A compact kitchen with a refrigerator, microwave, and sink, a small dining area with a white table and two chairs, and a sofa with a floral pattern.

An outdoor seating area with a 'WELCOME' sign, wooden benches, and a blue chair.

12. Sea Turtle- Full Sized living at Tiny House Siesta

Sea Turtle- Full Sized living at Tiny House Siesta

Sarasota

9.4 out of 10, Exceptional, (18 reviews)

9.4/10

Exceptional

(18 reviews)

"The Tiny House is a perfect location to explore Siesta Key and the surrounding areas. It had just what we needed but was in close proximity (walking distance) to many bars and restaurants but was still exceptionally quiet."

Wayne

The price is AED 375

AED 375

AED 704 total

includes taxes & fees

20 Oct - 21 Oct

Sea Turtle- Full Sized living at Tiny House Siesta

A clear swimming pool with a pink float, surrounded by a covered area with chairs and a wooden fence.

A bedroom with a bed, a ceiling fan, a window with curtains, a floor lamp, and a painting on the wall.

A kitchen with a dining area, wooden cabinets, a black refrigerator, and a window with blinds.

A house with a red door, a patio with chairs, and a garden with tropical plants.

13. Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok

Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok

Ridge Wood Heights

9.4 out of 10, Exceptional, (127 reviews)

9.4/10

Exceptional

(127 reviews)

"Barb was very helpful and made numerous quality suggestions for nearby restaurants and activities."

Mitzy B.

The price is AED 569

AED 569

AED 1,040 total

includes taxes & fees

4 Oct - 5 Oct

Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok

A beach path leading to the ocean with a signpost.

A mobile home with a patio area, outdoor seating, and a small deck.

A modern living room with a foosball table, a sofa, a coffee table, a bench, and a ceiling fan.

A modern kitchen with a dining area, featuring a black table with woven placemats, a white cabinet, and a black-framed pendant light.

14. Cozy Beach House Just Minutes From Siesta Key

Cozy Beach House Just Minutes From Siesta Key

Sarasota

9.0 out of 10, Wonderful, (17 reviews)

9.0/10

Wonderful

(17 reviews)

"Loved it"

MIRIAM

The price is AED 664

AED 664

AED 1,272 total

includes taxes & fees

30 Oct - 31 Oct

Cozy Beach House Just Minutes From Siesta Key

A modern bedroom with a bed, a bedside table, a round dining table with chairs, and a large window with curtains.

A room with a round white table, a vase with yellow flowers, and a view of a garden through a sliding glass door.

A turquoise two-story house with a white garage door, surrounded by a wooden fence and palm trees.

A living room with a grey sofa, teal ottoman, and a potted plant.

15. [escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway

Siesta Key

9.8 out of 10, Exceptional, (34 reviews)

9.8/10

Exceptional

(34 reviews)

"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"

Tim T.

The price is AED 295

AED 295

AED 1,053 total

includes taxes & fees

4 Oct - 5 Oct

[escape to paradise] siesta key beach getaway

A modern kitchen with white cabinets, a dining area with a dark wooden table set for four, and a chandelier.

A beach umbrella with a blue floral pattern.

A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a coffee maker.

A modern kitchen with a built-in oven, a refrigerator, and a microwave. There is a dining area with a table set for four, and a living room with a sofa and a coffee table.

16. Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly

Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly

Sarasota Springs

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Host is really friendly n helpful!! Loved our stay and would definitely stay again "

Kathryn K.

Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly

A modern kitchen with a large island, stainless steel appliances, and blue bar stools.

A modern kitchen with stainless steel appliances, a central island, and a dining area with a view of the living room.

An aerial view of a large, well-maintained sports field with multiple soccer goals, surrounded by green areas and a small lake.

A covered outdoor area with a pool, lounge chairs, and umbrellas.

17. Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

Sarasota

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"This was a great stay for us. It was extremely clean and just as described."

Kenzie Q.

The price is AED 544

AED 544

AED 1,387 total

includes taxes & fees

3 Oct - 4 Oct

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

A beach with clear turquoise waters, a sandy shore, and scattered umbrellas.

A modern kitchen with white cabinets, a dining area with wicker chairs and a glass table, and a large window with a view.

A coastal residential area with houses, a marina, and a clear view of the ocean.

A modern living room with a wooden ceiling, a beige sofa, two armchairs, a coffee table, and large windows with blinds.

18. Beautiful Nokomis Beach Cottage. Walk to Beach w/Tranquil & Private Patio

Beautiful Nokomis Beach Cottage. Walk to Beach w/Tranquil & Private Patio

Nokomis

10.0 out of 10, Exceptional, (18 reviews)

10/10

Exceptional

(18 reviews)

"Great place close to beach and great food restaurants "

Adan M.

The price is AED 516

AED 516

AED 1,329 total

includes taxes & fees

5 Oct - 6 Oct

Beautiful Nokomis Beach Cottage. Walk to Beach w/Tranquil & Private Patio

A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

A modern kitchen with white cabinets, a blue countertop, and a dining area with a round table and grey chairs.

A modern kitchen with a dining area, featuring a white countertop, blue cabinets, and a round table with chairs.

A modern living room with a flat-screen TV, teal armchairs, a striped rug, and a white cabinet with yellow items.

19. Dolphin Villa - Pool - Steps to Siesta Key Village

Dolphin Villa - Pool - Steps to Siesta Key Village

Siesta Key Village

9.4 out of 10, Exceptional, (17 reviews)

9.4/10

Exceptional

(17 reviews)

"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "

Amy

The price is AED 380

AED 380

AED 1,311 total

includes taxes & fees

4 Oct - 5 Oct

Dolphin Villa - Pool - Steps to Siesta Key Village

A lifeguard tower with a red exterior, a flagpole with an American flag, and a beach with people and buildings in the background.

A swimming pool with lounge chairs and an umbrella, surrounded by a white fence and a building with large windows.

A modern dining area with a long table, chairs, and a ceiling light fixture.

20. Poolside Paradise Near Siesta Key Beach

Poolside Paradise Near Siesta Key Beach

Bee Ridge

8.8 out of 10, Excellent, (12 reviews)

8.8/10

Excellent

(12 reviews)

"Our family of 11 had a truly wonderful stay. The pool was most definitely a highlight."

Fannie Marie S.

Poolside Paradise Near Siesta Key Beach

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Osprey Hotel Reviews

Tropical Breeze Resort

8/10 Good

"The resort rooms are spread around Siesta Village. Our room was not directly attached to the hotel. The location is fantastic, walking distance to the beach and restaurants. The room was very nice and clean. The only complaint we had was that there was no sound proofing between floors and we were kept awake by footsteps all night long."

Lisa 2-night trip

Posted 5 hours ago

Tropical Breeze Resort