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37 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
Welcome to Oasis4rent!
Escape to 2.75 acres of private oceanfront paradise in the heart of Islamorada. Two beautifully appointed homes sit directly on the Atlantic with 200 feet of sandy beachfront, a heated saltwater infinity pool, and views of Alligator Reef Light on the horizon.
The Property
Main House: 1 king bedroom (Tempurpedic adjustable), 1.5 baths, full kitchen, wrap-around porch
Guest House: 2 bedrooms (queen + queen/full), 1 bath, full kitchen, ocean-view living room
Sleeps up to 8 guests across 3 bedrooms and 4 beds
What Makes This Special
Private sandy beach — swim, kayak, or paddleboard from your backyard
Heated saltwater infinity pool with unobstructed Atlantic views
100+ palm trees, 60+ lit at night — the Keys' most stunning evening ambiance
6 high-end bikes for exploring Upper Matecumbe
4 kayaks, 2 paddleboards, bocce ball, and cornhole
Tesla and NEMA 14-50 EV charger
Enterprise-grade Wi-Fi covering the entire estate
Gated entrance for complete privacy
The Location
Walk or bike to Italian Food Company, Bayside Gourmet, local breweries, and art galleries. Less than a mile from Publix. World-class fishing, snorkeling, and diving charters depart from nearby marinas.
Pet-Friendly — Dogs welcome ($350 fee). They will love the fenced, grassy yard.
Coffee on the porch at sunrise. Dolphins passing just offshore. Margaritas by the pool at sunset. This is why it is called The Oasis.
Bedroom 1
1 queen bed
Bedroom 2
1 queen bed, 1 twin xl bed
Bedroom 3
1 king bed
Bedroom 1
1 queen bed
Bedroom 2
1 queen bed, 1 twin xl bed
Bedroom 3
1 king bed
Buffy A.
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June 2026
Lisa A.
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April 2026
Cathy A.
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February 2025
Islamorada, FL 33036, US
Islamorada, FL, USNestled on Islamorada's waterfront at Mile Marker 82, Lorelei Restaurant & Cabana Bar serves fresh seafood and casual fare amid stunning Florida Bay views and legendary sunsets. Relax beachside with live music, cool drinks, and Keys vibes that enchant every visitor.
Discover Islamorada Brewery & Distillery, the Florida Keys' only brewery and distillery, pouring award-winning craft beers, island rums, vodkas, and gins alongside Keys pub grub from the on-site food truck. Relax in the vibrant neon taproom or pet-friendly beer garden oasis for an authentic taste of paradise.[1][2][4]
Nestled oceanfront in Islamorada, Lazy Days Restaurant offers fresh Keys-style seafood, steaks, and your own catch cooked to perfection amid a laid-back vibe with spectacular Atlantic views and beachside seating.[1][2][3]
Discover fresh Keys-inspired seafood and craft cocktails at ReelCatch, Amara Cay Resort's tropical waterfront gem, or unwind poolside at the Tiki Bar with island bites and live music under swaying palms.
Papa Joe's Waterfront in Islamorada is a waterfront dining destination featuring fresh seafood and premium meats with signature cocktails, all set against stunning sunset views over the bay. Established in 1938 and reimagined in 2024, this historic property honors the Florida Keys' rich culinary heritage while offering both refined dining and a relaxed tiki bar atmosphere.
Discover Square Grouper Islamorada, where innovative island dining shines with unforgettable fresh local seafood, prime steaks, and craft cocktails in a refined waterfront ambiance overlooking the marina. Pair your meal with stunning Florida Bay views from the upscale Sunset Lounge.[1][2][3][4]
Nestled on Islamorada's palm-fringed beach, Morada Bay Beach Café blends vibrant Caribbean and American seafood with stunning bayfront sunsets and live music. Savor fresh catches like curry shrimp or key lime pie in this laid-back Keys paradise.
Perched above Whale Harbor Marina in Islamorada, Wahoo's Seafood Bar and Grill serves the freshest locally caught fish like mahi-mahi and grouper amid stunning Atlantic views. Relax on waterfront decks with a casual vibe, craft drinks, and happy hour bliss.[1][2][4]
Discover Founders Park in Aventura, a vibrant 12-acre haven with tennis and pickleball courts, soccer fields, playgrounds, fitness trails, and a refreshing splash pad for endless family fun. Perfect for active kids, sports lovers, and anyone seeking clean, safe outdoor play.[1][3]
Discover Theater of the Sea, a family-owned Florida Keys gem since 1946, where natural lagoons host thrilling dolphin leaps, sea lion antics, and parrot tricks alongside up-close shark and stingray swims. Animal lovers and families will cherish its raw, educational marine magic.[1][3][4]
At Robbie's of Islamorada, thrill to the world-famous tarpon feeding frenzy where massive silver kings leap for your bait, amid kayaking mangroves, jet ski adventures, and vibrant shops. Families, adventure seekers, and Keys explorers love this iconic, all-ages waterfront hub.
Dive into centuries of underwater adventure at the History of Diving Museum, from 17th-century diving bells and treasure hunter artifacts to interactive scavenger hunts and stunning underwater photos. History buffs, families, and ocean lovers will treasure this unique Florida Keys gem.[1][2][3]
Visit an iconic giant fiberglass lobster statue that stands nearly 40 feet tall and serves as a beloved roadside attraction and photo hotspot. Perfect for road-trippers, quirky landmark enthusiasts, and anyone seeking a memorable Florida Keys experience.
Discover Rain Barrel Village, an artistic oasis in Islamorada where you snap selfies with giant Betsy the Lobster, wander lush tropical gardens, and peek into studios of creators crafting pottery, jewelry, and Keys-inspired treasures. Art lovers, families, and souvenir seekers will adore this iconic slice of old Florida charm.
Discover the Florida Keys' hidden gems with KeyZ Charters' private, customizable boat tours—snorkeling vibrant reefs, eco-exploring mangroves, or sunset cruising historic islands. Perfect for families, adventure seekers, and nature lovers seeking exhilarating, tailored escapes.[1][2][3]
Discover the thrill of Beach Park's epic water slides, wave pools, and family adventures that blend relaxation with adrenaline-pumping fun. Perfect for families, thrill-seekers, and kids craving a splashy day out under the sun.
Discover ancient fossilized coral reefs exposed in historic quarry walls at Windley Key Fossil Reef Geological State Park, where short trails reveal Florida Keys geology and Overseas Railroad history. Geology enthusiasts, history buffs, and nature lovers will love this hidden island gem.[1][2][3]
Experience unforgettable Florida Keys adventures with A1A Watersports, where families and thrill-seekers can rent jet skis for island tours, explore mangrove tunnels and sandbars, or charter boats for fishing and snorkeling in the heart of the sport fishing capital.
Free cancellation up to 14 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Aug 19, 2026 | $4086 | Not Available |
| Aug 20, 2026 | $4086 | Not Available |
| Aug 21, 2026 | $4086 | Not Available |
| Aug 22, 2026 | $2625 | Not Available |
| Aug 23, 2026 | $2625 | Not Available |
| Aug 24, 2026 | $2625 | Not Available |
| Aug 25, 2026 | $2625 | Not Available |
| Aug 26, 2026 | $2625 | Not Available |
| Aug 27, 2026 | $2625 | Not Available |
| Aug 28, 2026 | $2625 | Not Available |
| Aug 29, 2026 | $2625 | Not Available |
| Aug 30, 2026 | $2625 | Not Available |
| Aug 31, 2026 | $2625 | Not Available |
| Sep 1, 2026 | $2625 | Not Available |
| Sep 2, 2026 | $2625 | Not Available |
| Sep 3, 2026 | $2625 | Not Available |
| Sep 4, 2026 | $2625 | Not Available |
| Sep 5, 2026 | $2625 | Not Available |
| Sep 6, 2026 | $2625 | Not Available |
| Sep 7, 2026 | $2625 | Not Available |
| Sep 8, 2026 | $2625 | Not Available |
| Sep 9, 2026 | $2625 | Not Available |
| Sep 10, 2026 | $2625 | Not Available |
| Sep 11, 2026 | $2625 | Not Available |
| Sep 12, 2026 | $1260 | Available |
| Sep 13, 2026 | $1260 | Available |
| Sep 14, 2026 | $1260 | Available |
| Sep 15, 2026 | $1260 | Available |
| Sep 16, 2026 | $1260 | Available |
| Sep 17, 2026 | $1260 | Available |
| Sep 18, 2026 | $1260 | Available |
| Sep 19, 2026 | $1260 | Available |
| Sep 20, 2026 | $1260 | Available |
| Sep 21, 2026 | $1260 | Available |
| Sep 22, 2026 | $1260 | Available |
| Sep 23, 2026 | $1260 | Available |
| Sep 24, 2026 | $1260 | Available |
| Sep 25, 2026 | $1260 | Available |
| Sep 26, 2026 | $1260 | Available |
| Sep 27, 2026 | $1260 | Available |
| Sep 28, 2026 | $1260 | Available |
| Sep 29, 2026 | $1260 | Available |
| Sep 30, 2026 | $1260 | Available |
| Oct 1, 2026 | $1260 | Available |
| Oct 2, 2026 | $1295 | Available |
| Oct 3, 2026 | $1260 | Available |
| Oct 4, 2026 | $1260 | Available |
| Oct 5, 2026 | $1260 | Available |
| Oct 6, 2026 | $1260 | Available |
| Oct 7, 2026 | $1260 | Available |
| Oct 8, 2026 | $1260 | Available |
| Oct 9, 2026 | $1529 | Available |
| Oct 10, 2026 | $1530 | Available |
| Oct 11, 2026 | $1532 | Available |
| Oct 12, 2026 | $1260 | Available |
| Oct 13, 2026 | $1260 | Available |
| Oct 14, 2026 | $1260 | Available |
| Oct 15, 2026 | $1260 | Available |
| Oct 16, 2026 | $1306 | Available |
| Oct 17, 2026 | $1398 | Available |
| Oct 18, 2026 | $1260 | Available |
| Oct 19, 2026 | $1260 | Available |
| Oct 20, 2026 | $1260 | Available |
| Oct 21, 2026 | $1260 | Available |
| Oct 22, 2026 | $1367 | Available |
| Oct 23, 2026 | $1727 | Available |
| Oct 24, 2026 | $1715 | Available |
| Oct 25, 2026 | $1260 | Available |
| Oct 26, 2026 | $1260 | Available |
| Oct 27, 2026 | $1260 | Available |
| Oct 28, 2026 | $1260 | Available |
| Oct 29, 2026 | $1260 | Available |
| Oct 30, 2026 | $1393 | Available |
| Oct 31, 2026 | $1388 | Available |
| Nov 1, 2026 | $1260 | Available |
| Nov 2, 2026 | $1260 | Available |
| Nov 3, 2026 | $1260 | Available |
| Nov 4, 2026 | $1367 | Available |
| Nov 5, 2026 | $1387 | Available |
| Nov 6, 2026 | $1970 | Available |
| Nov 7, 2026 | $1912 | Available |
| Nov 8, 2026 | $1341 | Available |
| Nov 9, 2026 | $1294 | Available |
| Nov 10, 2026 | $1279 | Available |
| Nov 11, 2026 | $1260 | Available |
| Nov 12, 2026 | $1290 | Available |
| Nov 13, 2026 | $1634 | Available |
| Nov 14, 2026 | $1499 | Not Available |
| Nov 15, 2026 | $1307 | Not Available |
| Nov 16, 2026 | $1288 | Not Available |
| Nov 17, 2026 | $1279 | Not Available |