Holiday rentals in Boca Grande

Guest house in Englewood

Shabby chic cottage with pool one mile from beach

This adorable shabby chic decor style studio cottage for 2 is located on one acre of old Florida landscaping. Great area for walking, biking, for exercise. Included with this home is access to a pool and large, lovely lanai, just outside the door. Head south for 7 min to historic Dearborn St or north for 3 miles to Venice. This location offers peace and tranquility combined with accessibility to endless activities nearby. 2 twins OR one King, per your preference. The pool is unheated.

19–26 Apr

Apartment in Englewood

Sunrise Over the Bay

Watch the sunrise on Manasota Key in Englewood Florida and dolphins & birds from your balcony. PRIVATE BEACH ACCESS directly across the street! Beach chairs, & umbrella provided for your use. Find restaurants or jet ski rentals near by. This condo has 2 bedrooms, 1 bath and a kitchen. Boat slips available upon request & availability. You must arrange off site trailer parking. A community heated pool & grills are right outside your condo. It’s time for some spring and summer fun!

7–14 Aug

Guest suite in Englewood

Blue Cottage Suite- Peaceful Old Englewood Charm!

This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The rental includes use of bikes and kayaks. Kayaks are kept at 998 Oxford Dr. We are available to launch or to help you launch kayaks at a local spot. Front porch pictured is part of the main house and is use of this space is not included.

14–21 Nov

Apartment in Englewood

Immaculate Ground Floor Beach Studio on the Gulf

Please note: This complex had minimal damage, but you may see remnants of the hurricane in the complex. There is a protective tarp on the roof of my building even though there was very few tiles that blew off in the storm. There is a separate, beachside building with the same protective tarp & is getting new stucco on the west side facing the beach. You do not see the face of this building from my property as my place faces the pool. *See my pictures for more details*

15–20 May

Cottage in Nokomis

Staycation Sanctuary - 100% Smoke-Free Property

Bella Vita! (The Good Life!)…that feeling when you wake up each day in this little slice of Paradise. This is the spot to enjoy a warm peaceful getaway from the rest of the world...just arrive with your bathing suit/flip flops and walk 1.5 blocks to the warm Gulf waters. Tranquillity of beach life, beautiful sunsets and lazy days of fishing and bird watching. Visit the Jetties, where you can see dolphins, manatees and rays, is only 1/2 mile away.

11–18 Aug

Villa in Boca Grande

Yacht Watch

Watch the yachts cruise by en route to and from Miller's Dockside, while rocking on your private and serene breeze-filled balcony. Yacht Watch sleeps 8 and has 3 bedrooms and 3 bathrooms. This charming home is a quick walk or golf cart ride downtown Boca Grande for shopping and dining. It is a most idyllic and exclusive community. Very walkable area allows for viewing of local palms and birds and exotic wildlife in addition to local attractions.

1–8 Dec

Loft in Boca Grande

The Loft on Park Ave--Boca Grande FL

We survived Ian and are ready to host you! A unique loft in the heart of Boca Grande. Grab dinner and drinks and simply walk home. The loft apartment has great views of the main drag in Boca Grande. The timber framed interior and high end appliances assure you will have a comfortable stay. This is a great place to park your car-grab a golf cart- and enjoy the Boca Grande lifestyle.

19–26 Aug

Flat in Englewood

BEACH FRONT Unit w/Pool Sandy Toe's #4

Directly Beach front unit. Listen to the waves, walk the beach, hunt for beautiful shells and prehistoric shark teeth, take a swim in the gulf, watch the dolphins, manatees swim by. You can even try your luck at fishing from your 75 feet of private beach. Life is good! 1 of 5 units for rent, please inquire if interested in another. 3 night minimum stay.

Flat in Englewood

Super cute fun studio steps from everything beachy

This light and bright space makes you feel like you are outside, but can transform into a cool hideaway when you draw the curtains. The view of the pool creates a calm and happy space and encourages you to relax. A smaller space leaves more room for enjoying the true luxuries - the beach, the sunsets, and time together.

6–13 Oct