Luxury Florida Vacation Homes

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1021 Mandalay Convenient garage access makes beach days and unpacking easy.

1021 Mandalay Backyard
Unwind outdoors on your private patio, grill dinner, and enjoy the lush tropical surroundings.

1021 Mandalay Living Room
Relax and unwind with a movie night on the smart TV in this open, comfortable gathering space.

1021 Mandalay Enjoy peaceful surroundings away from the busy crowds while still being just minutes from all that Clearwater Beach has to offer.

1021 Mandalay Bedroom 1
Drift off in a serene queen bedroom filled with natural light, soft coastal touches, and relaxing ceiling-fan comfort.

1021 Mandalay Kitchen & Dining
Cook, gather, and connect in the fully equipped kitchen with breakfast nook seating and a dining table for six.

1021 Mandalay Backyard
Unwind outdoors on your private patio, grill dinner, and enjoy the lush tropical surroundings.

1021 Mandalay Sunroom
A cozy sun-filled retreat perfect for morning coffee, work space, or extra sleeping space with a convenient trundle bed.

6 guests 2 bed 2 bath 1,433 sq ft

Gulf Coast - Clearwater Beach | Clearwater Beach

5.0 (2)

Guest rating

Starting at $218 daily

BW 3 This peaceful retreat offers beautiful water views, coastal comfort, and the chance to spot dolphins and manatees right from the unit.

BW 3 This peaceful retreat offers beautiful water views, coastal comfort, and the chance to spot dolphins and manatees right from the unit.

BW 3 Peaceful bedroom featuring a queen-size bed and a calming coastal feel for restful nights.

BW 3 Cozy waterfront living area with a comfortable couch and Smart TV—perfect for relaxing after a beach day.

BW 3 Private deck with outdoor seating for two—enjoy your morning coffee while watching boats, dolphins, and tranquil bay views.

BW 3 Fully equipped kitchen with oven, stove, refrigerator, and coffee maker—everything you need for easy vacation meals.

BW 3 Cozy waterfront living area with a comfortable couch and Smart TV—perfect for relaxing after a beach day.

BW 3 This peaceful retreat offers beautiful water views, coastal comfort, and the chance to spot dolphins and manatees right from the unit.

2 guests 1 bed 1 bath

Gulf Coast - Clearwater Beach | Clearwater Beach

5.0 (1)

Guest rating

Starting at $131 daily

CR B5 Bright coastal living room with comfortable seating and stunning Intracoastal Waterway views

CR B5 Gorgeous waterfront views!

CR B5 Sparkling community pool at Coral Resort—perfect for cooling off after the beach

CR B5 Just steps from sugar-white sand beaches and the Gulf of Mexico

CR B5 Comfortable bedroom with ample storage and calming beach-inspired décor

CR B5 Relaxing living area overlooking the Intracoastal—perfect for unwinding after the beach

CR B5 Coastal living at its finest in the heart of Clearwater Beach

CR B5 Open-concept living space filled with natural light and serene water vistas

4 guests 1 bed 2 bath

Gulf Coast - Clearwater Beach | Clearwater Beach

5.0 (11)

Guest rating

Starting at $65 daily

18 Heilwood 2 Steps from the sugar white sands of Clearwater Beach!

18 Heilwood 2 • Studio Layout with Cozy Queen Bed – Memory-foam mattress for a great night's sleep and a roomy open layout for relaxing after beach days

18 Heilwood 2 Enjoy your morning coffee with a beachside breeze

18 Heilwood 2 • Full Bathroom – Spacious and updated for comfort and convenience

18 Heilwood 2 • Dining Nook – Perfect for meals, remote work, or planning your next beach adventure

18 Heilwood 2 • Fully Equipped Kitchenette – Includes fridge, microwave, stovetop, coffee maker, and essential cookware

18 Heilwood 2 • Studio Layout with Cozy Queen Bed – Memory-foam mattress for a great night's sleep and a roomy open layout for relaxing after beach days

18 Heilwood 2 • Studio Layout with Cozy Queen Bed – Memory-foam mattress for a great night's sleep and a roomy open layout for relaxing after beach days

2 guests 0 bed 1 bath 320 sq ft

Gulf Coast - Clearwater Beach | Clearwater Beach

5.0 (11)

Guest rating

Starting at $99 daily

1122 Charles Pool

1122 Charles Located close to the beach!

1122 Charles Spacious Master bedroom with 1 king sized bed, smart tv, ceiling fan

1122 Charles Spacious living room with natural light coming in

4 guests 2 bed 2 bath

Gulf Coast - Other | Clearwater

5.0 (3)

Guest rating

Starting at $159 daily

16333 Gulf Blvd 215

16333 Gulf Blvd 215 SUNNY ORANGE STAYS presents… ☀️ Sunset Corner ➠ 16333 Gulf Blvd 215

16333 Gulf Blvd 215

16333 Gulf Blvd 215

16333 Gulf Blvd 215

16333 Gulf Blvd 215

16333 Gulf Blvd 215

16333 Gulf Blvd 215

4 guests 1 bed 1 bath

Gulf Coast - Other | Redington Beach

Starting at $106 daily

KGC25240 Beautiful home in Heritage Landing Golf Resort with private pool overlooking golf course. Pool size: 10' x 24' x 5.5'D. Spa size: 6' x 6'

KGC25240 Bright, open living space overlooking the private pool

KGC25240 Bright, open living space

KGC25240 Bright, open living space

KGC25240 Bright, open living space overlooking the private pool

KGC25240 Beautiful, fully-equipped kitchen

KGC25240 Beautiful, fully-equipped kitchen

KGC25240 Beautiful, fully-equipped kitchen

8 guests 3 bed 3 bath 2,449 sq ft

Gulf Coast - Charlotte Harbor | Punta Gorda

Starting at $175 daily

6700 Sunset Way, Unit 702

6700 Sunset Way, Unit 702

6700 Sunset Way, Unit 702

6700 Sunset Way, Unit 702

6700 Sunset Way, Unit 702

6700 Sunset Way, Unit 702

6700 Sunset Way, Unit 702

6700 Sunset Way, Unit 702

6 guests 2 bed 1 bath

Gulf Coast - Other | Saint Petersburg

Starting at $135 daily

Key Life Reef - 1129 Soak up the sun beside the sparkling pool, perfect for families and friends to unwind.

Key Life Reef - 1129 From sunrise beach walks to sunset cocktails, everything Siesta Key offers is right at your doorstep.

Key Life Reef - 1129 See the full layout from above, highlighting the inviting pool and scenic patio.

Key Life Reef - 1129 Dive into the pool, ideal for relaxing afternoons or evenings.

Key Life Reef - 1129 Enjoy open, airy spaces designed for comfort, connection, and easy living.

Key Life Reef - 1129 Gather on the patio for meals, games, or simply soaking in the beachy ambiance.

Key Life Reef - 1129 Step onto a welcoming porch framed by coastal landscaping, setting the tone for your stay.

Key Life Reef - 1129 Step up to a bright, welcoming entrance where coastal charm and relaxed vibes greet you instantly.

6 guests 2 bed 2 bath 1,140 sq ft

Gulf Coast - Siesta Key | Siesta Key

Starting at $155 daily

Key Life Beach - 1127 Twilight reflections on the heated pool while the patio invites lazy evenings.

Key Life Beach - 1127 Just minutes from Sarasota's stunning coastline.

Key Life Beach - 1127 The duplex sits nestled among swaying palms with the sunlit patio and shimmering pool drawing the eye.

Key Life Beach - 1127 Evening light softens the pool as the day winds down.

Key Life Beach - 1127 Sunset colors bring a peaceful close to the day.

Key Life Beach - 1127 Coastal charm welcomes arrivals with a relaxed Siesta Key feel.

Key Life Beach - 1127 Quiet walkways offer a calm return after sun filled days.

Key Life Beach - 1127 A private entrance adds comfort and ease throughout the stay.

6 guests 2 bed 2 bath 1,140 sq ft

Gulf Coast - Siesta Key | Siesta Key

Starting at $155 daily

The Strand - 301A Expansive Wrap-Around Corner Balcony with Dining and Lounge Areas at Twilight.

The Strand - 301A Just minutes from Siesta Key's world-famous white sands—your luxury retreat is right where it should be: close to it all, yet perfectly private.

The Strand - 301A Community Saltwater Pool and Spa.

The Strand - 301A Community Saltwater Pool and Spa.

The Strand - 301A Twilight View of Canal and Gulf at Sunset.

The Strand - 301A Kitchen and Living Room

The Strand - 301A Aerial Perspective showing the complex, Canal and the Gulf of Mexico.

The Strand - 301A Living Room

6 guests 2 bed 2 bath

Gulf Coast - Sarasota | Sarasota

Starting at $158 daily

The Strand - 504A Balcony View at sunset.

The Strand - 504A Luxury living in the heart of Sarasota's most sought-after neighborhood.

The Strand - 504A Saltwater Pool.

The Strand - 504A Dock View Looking at Gulf

The Strand - 504A State-of-the-Art Fitness Center.

The Strand - 504A Aerial view of the Saltwater Pool and Spa

The Strand - 504A Aerial View of complex with canal in foreground.

The Strand - 504A Living Room with sliding doors to balcony.

5 guests 2 bed 2 bath

Gulf Coast - Sarasota | Sarasota

Starting at $152 daily

Bay Breeze Bungalow - 1713 Screened-in pool area with lounge seating and tropical landscaping.

Bay Breeze Bungalow - 1713 Aerial view highlighting the property, pool enclosure, and canal access.

Bay Breeze Bungalow - 1713 Canal-side seating area surrounded by tropical landscaping.

Bay Breeze Bungalow - 1713 Fire pit lounge with seating and ambient evening lighting.

Bay Breeze Bungalow - 1713 Sunset views from the private canal dock.

Bay Breeze Bungalow - 1713 Exterior view at dusk with warm lighting throughout.

Bay Breeze Bungalow - 1713 Private entry patio with seating and brick pavers.

Bay Breeze Bungalow - 1713 Open living area with comfortable seating and kitchen access.

6 guests 3 bed 2 bath 1,170 sq ft

Gulf Coast - Sarasota | Sarasota

Starting at $210 daily

City Cottage - 1745 Sink into the warm 85° (year‑round heated) cocktail pool, framed by cafe lights, tropical foliage and the glow of your tiki bar.

City Cottage - 1745 From above, you'll spot City Cottage tucked into the vibrant heart of Sarasota—just minutes from the bay, beaches, and downtown buzz.

City Cottage - 1745 Glimpse your private retreat from above—lush landscaping, a sparkling cocktail pool, and charming 1920s bungalow all your own.

City Cottage - 1745 Sip evening cocktails at your own tiki bar under strung lights, the mood set for conversation and coastal ease.

City Cottage - 1745 As golden hour fades, your private tiki bar comes alive with string lights and warm ambiance.

City Cottage - 1745 As dusk settles in, the heated cocktail pool glows inviting you to slip in for a serene evening soak.

City Cottage - 1745 City Cottage welcomes you with classic 1920s charm in a walkable Sarasota neighborhood.

City Cottage - 1745 Relax on the porch with coffee or cocktails and the gentle Florida breezes.

8 guests 3 bed 2 bath 1,360 sq ft

Gulf Coast - Sarasota | Sarasota

Starting at $190 daily

Villa Golfers Haven

Villa Golfers Haven

Villa Golfers Haven

Villa Golfers Haven

Villa Golfers Haven

Villa Golfers Haven

Villa Golfers Haven

Villa Golfers Haven

8 guests 4 bed 2 bath 1,979 sq ft

Gulf Coast - Cape Coral | Cape Coral

Starting at $112 daily

Villa Beach Paradise

Villa Beach Paradise

Villa Beach Paradise

Villa Beach Paradise

Villa Beach Paradise

Villa Beach Paradise

Villa Beach Paradise

Villa Beach Paradise

6 guests 3 bed 3 bath 1,937 sq ft

Gulf Coast - Other | Bonita Springs

Starting at $112 daily

1107 E Lambright Street Living Room

1107 E Lambright Street Living Room

1107 E Lambright Street Exterior

1107 E Lambright Street Kitchen

1107 E Lambright Street Kitchen Sink

1107 E Lambright Street Master Bedroom

1107 E Lambright Street Bunk Bed Room

1107 E Lambright Street Work Desk

7 guests 3 bed 2 bath 1,064 sq ft

Gulf Coast - Tampa | Tampa

Starting at $108 daily

HLB14121-718 Beautiful 3 bedroom, 2 bathroom condo in Heritage Landing Golf & County Club

HLB14121-718 Heritage Landing Golf & Country Club

HLB14121-718 Heritage Landing Golf & Country Club - Clubhouse pool

HLB14121-718 Primary bedroom with king bed, attached bathroom and 43-inch Smart TV

HLB14121-718 Bright, fully-equipped kitchen. Kitchen island seats 2

HLB14121-718 Bright, open living space overlooking pond and nature preserve. Living room features comfy seating and 55-inch Smart TV

HLB14121-718 Bright, open living space. Living room features comfy seating and 55-inch Smart TV

HLB14121-718 Bright, fully-equipped kitchen overlooking dining room & living room. Kitchen island seats 2

6 guests 3 bed 2 bath 1,407 sq ft

Gulf Coast - Charlotte Harbor | Punta Gorda

Starting at $150 daily

S1A4103 Beautiful 3 bedroom, 2 bathroom waterfront Cape Coral home with private pool

S1A4103 Bright, open living room with lots of comfy seating and 65-inch Smart TV

S1A4103 Beautiful 3 bedroom, 2 bathroom waterfront Cape Coral home with private pool

S1A4103 Primary bedroom with king bed, attached bathroom, and 50-inch Smart TV

S1A4103 Dining room with additional refrigerator and lanai aceess. Dining table seats 10

S1A4103 Beautiful 3 bedroom, 2 bathroom waterfront Cape Coral home with private pool - Boat Dock is NOT available

S1A4103 Beautiful, fully-equipped kitchen with stainless-steel appliances

S1A4103 Bright, open living room with lots of comfy seating and 65-inch Smart TV

6 guests 3 bed 3 bath 1,707 sq ft

Gulf Coast - Cape Coral | Cape Coral

Starting at $163 daily

MZS293 Gorgeous 3 bedroom, 2 bathroom home in Punta Gorda with private pool and spa

MZS293 Beautiful open living space overlooking private pool & spa

MZS293 Beautiful open living space overlooking private pool & spa

MZS293 Gorgeous, fully-equipped kitchen featuring stainless steel appliances, and huge kitchen island that seats 4

MZS293 Primary bedroom with lanai access, attached bathroom and 32-inch Smart TV

MZS293 Beautiful open living space overlooking private pool & spa. Living room features comfy seating and 55-inch Smart TV

MZS293 Beautiful open living space overlooking private pool & spa. Living room features comfy seating and 55-inch Smart TV

MZS293 Relax and unwind with a good book

6 guests 3 bed 2 bath 1,700 sq ft

Gulf Coast - Charlotte Harbor | Punta Gorda

Starting at $183 daily

TOW3606 Welcome to your waterfront oasis in the highly sought-after Bird Section of Punta Gorda Isles.

TOW3606 Relax and enjoy nature

TOW3606 Primary bedroom featuring a queen bed and attached bathroom

TOW3606 Enjoy nature while kayaking

TOW3606 This meticulously maintained and fully remodeled home is situated on a peaceful cul-de-sac, offering the ultimate Florida lifestyle with sailboat access to Charlotte Harbor and the Gulf via Buckley Pass. (Boat lift not available)

TOW3606 Bright, open, fully-equipped kitchen. Kitchen table seats 4 with the kitchen island seating an additional 4

TOW3606 Reading nook with electric fireplace

TOW3606 Enclosed back patio overlooking the canal

6 guests 3 bed 2 bath 1,537 sq ft

Gulf Coast - Charlotte Harbor | Punta Gorda

Starting at $180 daily

HLB14141-931 Living room with comfy seating and 55-inch Smart TV

HLB14141-931 Fantastic resort amenities

HLB14141-931 Gorgeous 3 bedroom, 2 bathroom condo in Heritage Landing Golf and Country Club

HLB14141-931 Beautiful waterview with nature preserve beyond

HLB14141-931 Heritage Landing Golf & Country Club

HLB14141-931 Beautiful, full-equipped kitchen overlooking living and dining areas

HLB14141-931 Living room with comfy seating and 55-inch Smart TV

HLB14141-931 Dining table seats 5 with additional seating for 3 at kitchen island

6 guests 3 bed 2 bath 1,410 sq ft

Gulf Coast - Charlotte Harbor | Punta Gorda

Starting at $147 daily

Beach Hoppers Poolhouse 1007

Beach Hoppers Poolhouse 1007

Beach Hoppers Poolhouse 1007

Beach Hoppers Poolhouse 1007

Beach Hoppers Poolhouse 1007

Beach Hoppers Poolhouse 1007

Beach Hoppers Poolhouse 1007

Beach Hoppers Poolhouse 1007

6 guests 3 bed 2 bath 1,800 sq ft

Gulf Coast - Cape Coral | Cape Coral

Starting at $121 daily

Cape Ohana 1505

Cape Ohana 1505

Cape Ohana 1505

Cape Ohana 1505

Cape Ohana 1505

Cape Ohana 1505

Cape Ohana 1505

Cape Ohana 1505

8 guests 4 bed 2 bath 2,500 sq ft

Gulf Coast - Cape Coral | Cape Coral

Starting at $131 daily

Villa Aurelia 1020

Villa Aurelia 1020

Villa Aurelia 1020

Villa Aurelia 1020

Villa Aurelia 1020

Villa Aurelia 1020

Villa Aurelia 1020

Villa Aurelia 1020

10 guests 5 bed 3 bath

Gulf Coast - Cape Coral | Cape Coral

Starting at $121 daily

Villa Just Relax

Villa Just Relax

Villa Just Relax

Villa Just Relax

Villa Just Relax

Villa Just Relax

Villa Just Relax

Villa Just Relax

4 guests 3 bed 2 bath

Gulf Coast - Cape Coral | Cape Coral

Starting at $196 daily

Villa Paradise Cove

Villa Paradise Cove

Villa Paradise Cove

Villa Paradise Cove

Villa Paradise Cove

Villa Paradise Cove

Villa Paradise Cove

Villa Paradise Cove

6 guests 3 bed 2 bath

Gulf Coast - Cape Coral | Cape Coral

Starting at $78 daily

Villa Riverbreeze

Villa Riverbreeze

Villa Riverbreeze

Villa Riverbreeze

Villa Riverbreeze

Villa Riverbreeze

Villa Riverbreeze

Villa Riverbreeze

6 guests 3 bed 2 bath 1,487 sq ft

Gulf Coast - Cape Coral | Cape Coral

Starting at $140 daily

Villa Casa de Sisa

Villa Casa de Sisa

Villa Casa de Sisa

Villa Casa de Sisa

Villa Casa de Sisa

Villa Casa de Sisa

Villa Casa de Sisa

Villa Casa de Sisa

9 guests 4 bed 3 bath

Gulf Coast - Cape Coral | Cape Coral

Starting at $140 daily

Villa Summerland

Villa Summerland

Villa Summerland

Villa Summerland

Villa Summerland

Villa Summerland

Villa Summerland

Villa Summerland

6 guests 3 bed 2 bath 2,081 sq ft

Gulf Coast - Cape Coral | Cape Coral

Starting at $112 daily

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