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Key West Time
June 16th
4:12am · 84°F

Key West ~ Ocean View Vacation Rentals

Oceanfront Key West vacation rentals provide you accommodations close to the most remarkable natural feature of Key West - the turquoise Caribbean seas that surround the island. Oceanfront Key West vacation rentals and Key West vacation rentals on the beach offer front-line sea views, situate you within steps of putting your toes in the sand, and within ear shot of the sea lapping on the waters' edge. Did you know that research suggests that living in a home with even a peek-view of the ocean and sea breezes, promotes an overall physical and mental wellbeing?

Choose from our inventory of beautiful private ocean view and ocean front rental homes and condos. Any of these properties will assure that you get your daily dose of 'vitamin sea' from your vacation home away from home.

* PLEASE NOTE: Some properties displayed may not be available for rent due to other inquiries and pending reservations. Please contact our office to be sure of availability. or 305-294-7358 ext. 1

villa porta del sole  sunset key

Standard Rates: $20000 - $45795 per month

2BR 2.5BA Sunset Key Villa
Sleeps 2-5
Private Pool
Faces West for sunset
Private beach access
Private resort island

Beautiful nautical themed resort villa on Sunset Key private island. Situated on the western shore for perfect unobstructed view for sunset. Garden gate provides direct access to a white sand private swimming beach.

Welcome to this exeptional nautical themed beach house villa on the private island of Sunset Key. Owned by a world champion sailor the curated decor is reminiscent of cruising the open sea in ultimate comfort. This 2BR 2.5BA home faces west for spectacular evening sunset viewing. It boasts a large private heated swimming pool, direct access to a private swimming beach reserved for only the neighboring few homes, covered outdoor dinint porch  and true nautical Key West charm.


by the beautiful sea ~ a key west beach front condo
special rates available


June 19- June 23

Nightly $525
Weekly $2500

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Standard Rates: $2580 - $5775 per week

3BR 2BA - Sleeps up to 6
Private Ocean-View Terrace
Resort-Style Shared Pool

If you’re craving a Key West beach accommodation with a bona fide front-line view to the sea, you can instantly gratify this need with a stay in this pretty vacation rental condominium, By The Beautiful Sea.

exclusive key west beach front
special rates available


July 7 - July 19

Weekly $2550

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Standard Rates: $2530 - $5775 per week

Designer Condominium Overlooking Key West Ocean Sanctuary

You can see for miles & miles & miles ... South over the turquoise ocean, the White Street Pier stretches out in the near distance. Fresh Caribbean Breeze, great white herons wade in clear shallows below, relaxing on the balcony, southern sunrise, full moon rising ...


ocean view luxury villa

Standard Rates: $8158 - $10740 per week

3BR 4BA - Sleeps 6-8
Ocean View / Sun Deck
Private Heated Pool
Key West Truman Annex Neighborhood
Short Walk to Beach and Key West Waterfront Park Amphitheater

Gorgeous Old Town Key West Ocean View Luxury Home in immaculate gated neighborhood! Holding an enviable spot in Key West’s gated community of Truman Annex, this classic home offers an open water view, easy beach access, and is a short walking distance to Duval Street and downtown Old Town Key West..

ultimate key west beach house  sunset key ~ vip

Standard Rates: $50000 - $87000 per month

5BR + Den 7BA - Sleeps 10-12
Private Tropical Resort Island
Front Line Ocean Views
White Sandy Beaches
Custom Fantasy Swimming Pool w/ Waterfalls

Sit back, relax, and choose your favorite mesmerizing view from one of the magnificent private decks on this private island property, 500 yards from the ''main island' of Key West.  Unhurried sunrise, serene sunset, warm turquoise waters, and white sandy beaches – from any direction, it’s divine.

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Social Distancing

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Sunset Key

sunset key






town houses and condos







Truman Annex

truman annex