Vacation rentals in Gasparilla

Beachfront North Captiva | Rooftop Deck | Hot Tub

No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

Sunset Beach Cottage North

Spectacular panoramic views and access to what feels like your own private 7 mile sugar sand beach. 2 master BRs with balconies overlooking the beach and ocean. Elevator, hot tub, pool, kayaks, Blackstone grill, bikes, etc. Access to Palm Island is by 3 minute car ferry - which ensures a relaxing and tropical getaway. Incredible sunsets, shelling, fishing & wildlife. There is a restaurant on the island along with gift & ice cream shop. Beautiful place to relax, unwind & embrace island life.

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Intervillas Florida - Villa The View

The View – Luxury Waterfront Villa with Infinity Pool & Sunset Views The View welcomes you from the very first moment with breathtaking, wide lake views and spectacular sunsets that turn every day into an unforgettable experience. Perfectly located in a quiet and highly desirable position on one of the lower 8-Lakes, the villa offers direct boat access, allowing you to reach the River and the Gulf of Mexico in a short and scenic ride – ideal for boating enthusiasts and water lovers.

Island Getaway•Beach House•Dock•Pet Friendly

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

Island Beachfront Cottage. Secluded! Lux! Extras!

Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

Happily Ever After

Welcome to our treehouse!! Surrounding our home are wonderful sea grapes and palms. If you like privacy look no further. We are off the main path. We encourage our guests to unwind on our spacious screen porch with chairs, and tables. Be prepared for loads of sun and fun. Our rental includes all paper products, spices, plastic ware, toiletries, coffee, tea, all linens, beach chairs, noodle, sun screen, bug spray and GOLF CART available for RENT during your stay.

Sunset Escape | Heated Pool | Amazing Lake Views

PELICAN SUNSET RETREAT • Spectacular lakefront sunsets • Heated pool year-round • Game room with pool table & ping pong • Fitness area & workout equipment • Smart TVs in every bedroom • Outdoor dining & BBQ area • Fast WiFi • Family-friendly home for up to 10 guests • About 8 min to Cape Coral Marina • About 12 min to Yacht Club Beach The perfect Florida getaway for families and groups! ugar único tiene su propio estilo.

Family Oasis with Heated Pool and Modern Design

Step into modern comfort in this brand-new home featuring clean design, high ceilings, and an open living space that flows seamlessly to your private patio. Enjoy cooking in the sleek kitchen or unwind in the cozy lounge with a view of the heated pool. Outside, relax under the covered sitting area or take a dip surrounded by natural beauty. Perfect for families or groups seeking a peaceful and stylish retreat.

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Beach Loft · King Bed · Adults Only · Boca Grande

A timber-framed loft in the heart of Boca Grande village — king bed up the spiral staircase, village views from above, and everything within walking distance. Adults only: this is the couples retreat in the portfolio. Beach: 120 steps. The Temp: across the street. Hudson's Market: half a block. Golf carts from Gasparilla Adventures — 10% off with your reservation.